Supplementary Info - Nature

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(in kcal/mol) relative to 18A+2THF(I) are shown in parenthesis. ... Supplementary Figure 9. 1H-NMR spectrum of S1. PPM. 10. 9. 8. 7. 6. 5. 4. 3. 2. 1 ...... 1H NMR (400 MHz, CDCl3): δ 7.95 (d, J = 8.4 Hz, 2H), 7.34 (d, J = 8.0 Hz, ..... 17.5 Hz, 1H), 4.98 (d, J = 7.5 Hz, 1H), 3.88 (dd, J = 11.5, 8.0 Hz, 1H), 3.88 (dd, J = 10.3, 7.5 Hz,.
Supplementary Figures

O OTBS

H nBu

3P

TBSOTf Et 3N

1) Ac2O, pyr HO

AcO

THF

O

O HO

70% 10

P1

1) LHMDS TBSCl, HMPA THF

2) NaBH 4 CeCl3•7H 2O MeOH

OH

TsNHNH2 EDCI, DMAP

OTBS HO

HO

84% P2

70% (2 steps)

HO 2C

AcO

CH 2Cl 2

P3

Ts N

H 2N

THF-AcOH-H2O

H 2N

Ts N

O 2) toluene, reflux

O

CH 2Cl 2

OTBS

OTBS

HO

HO

P4

MeNO 2

Ts

N

84%

37% HCHO nBu P 3 THF

P5

H

O

N H

SO3•pyr DMSO, Et 3N CH 2Cl 2

OH

Ts

N

Ts

N

OH

N H

O

MeNO 2

1) TMSI, HMDS CH 2Cl 2

N H

Ts

NO 2

H

O N

H

O

Ts

N

78% (2 steps)

NaBH 4 OH

N H

O

92% P8

2) Pd(OAc) 2 DMSO

O

P6

H TMG

9

H

O

quant.

8

O

OH

HO

68% (3 steps)

Hg(OTf) 2 (2 mol%)

78%

P9

MeOH

N H

O

P7

Ts

NO 2

H

O N

OH

N H

OH

49% (2 steps) 7

Supplementary Figure 1. Previous Synthesis of Compound 71

1

O Boc

N

H

11

Br 10

N H

OTBS

NHFmoc

OTBS

13

12

13 NOESY, 500 MHz, CDCl3

12 11

13

10

8.0

7.5

7.0

6.5

6.0

5.5

5.0

10

4.5

4.0

3.5

13

3.0

11

2.5

12

2.0

1.5

1.0

0.5

ppm

1

2

3

4

5

6

7

8 ppm

Supplementary Figure 2. NOESY spectrum of 13

2

N

10

MeO 2C Boc N H

H 11

14

13

12

OTBS

NHFmoc

OTBS

NOESY, 500 MHz, CDCl3

12 11

13

10

8.0

7.5

7.0

6.5

6.0

5.5

5.0

10

4.5

4.0

3.5

13

3.0

2.5

11



2.0

12

1.5

1.0

0.5

ppm

1

2

3

4

5

6

7

8 ppm

Supplementary Figure 3. NOEY spectrum of 14

3

NOE

O BocHN

11 12

N O O

H

H

H

N

11

H OTBS

TBSO TBSO

H N

12

H O

H

TFAHN

N

HN

F 3C

OtBu

O

N

H

H

OTBS

O

H

19

19'

Supplementary Figure 4. NOE Analysis of Compound 19

Compound 19 in CDCl3

O

N N

O BocHN d, J = 14.5 Hz F 3C

HN O

13

H 11

OTBS 19

Natural Palau'amine in d6-DMSO (Scheuer)

dd, J = 11.5, 10.0 Hz (!)

H

d, J = 14.4 Hz OTBS

N

HN

dd, J = 11.5, 8.0 Hz (")

H H

O

N N

H 2N

N

H 2N HN

HO

13

H 11

t, J = 10.3 Hz (!)

H

dd, J = 10.1, 7.4 Hz (")

H H NH 2

Cl

palau'amine (1)

Supplementary Figure 5. Comparison of Coupling Constant of Compound 19 and Natural Palau’amine (1)

4

O MeO 2C Boc



!

MeO 2C

N

BocN

H

THF

N OTBS OTBS O

–78 to 0 ºC 10 min

18

O

N

LHMDS (3.05 eq)

NH

H

N F 3C

H N

H OTBS

N

F 3C O

OTBS

O BocHN

–78 ºC to rt 3h 74%

O

N

AcOH (1.0 eq)

F 3C

N H H OTBS

HN O

18B

OTBS 19

19

18

TLC (hexane/EtOAc = 3:1)

Supplementary Figure 6. TLC Analysis in the Conversion of Compound 18 to 19

5

THF2

THF2 Li2 Li2

C10

C10

Li1

N14 THF1

18A+2THF(I)

Li1

THF1

N14

18A+2THF(II)

Supplementary Figure 7. Optimized structures of 18A+2THF(I) and 18A+2THF(II).

Supplementary Figure 8.

Potential energy profiles for the cyclization reaction of

18A+2THF(I)→18B+2THF(I) and 18A+2THF(II)→18B+2THF(II).

The potential energies

(in kcal/mol) relative to 18A+2THF(I) are shown in parenthesis.

6

N N H H

OH

S1

NO 2

OTBS

400 MHz, CDCl3

9 8

2.1475 7 6

0.5495

0.9214 0.9871 5

0.7317 1.7971

4

0.6386 0.9147 1.0567

3

1.6319 5.1976 0.5431 2

0.6991

1

11.0613

0

6.9085 PPM

Supplementary Figure 9. 1H-NMR spectrum of S1

7

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\1-TBSCl-1H-1.ALS

O

Ts

1H,

10

2.0000

O

Ts

N N H

H

13 C, 125

OH S1

NO 2

OTBS

MHz, CDCl3

210 200 190 180 170 160 150 140 130 120 110 100

90

80

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 10. 13C-NMR spectrum of S1

8

N N H H

OH

11

NHFmoc

OTBS

400 MHz, CDCl3

9 8

2.0723 2.0372 2.0901 7

0.9142

6

0.9571 0.9867 0.5580 1.2594 5

1.5876 0.8165 4

0.6994 1.6308 0.9502

1.6099 3

2.6852 0.9364 2

1.1567

1

10.4046

6.5225 0 PPM

Supplementary Figure 11. 1H-NMR spectrum of 11

9

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\2-SmI2-1H.ALS

O

H

1H,

10

2.0000

O

H

N N H

H

13 C, 125

OH 11

NHFmoc

OTBS

MHz, CDCl3

210 200 190 180 170 160 150 140 130 120 110 100

90

80

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 12. 13C-NMR spectrum of 11

10

N N H H

OTBS

NHFmoc

OTBS

S2

400 MHz, CDCl3

9 8

2.0913 2.3753 7

0.8580

6

0.7725

0.6808 0.9810 0.8261 5

1.6612 0.8198 4

0.8096 1.7644 1.0645 0.9788 0.8157

3

2.1849 2

0.7998 1.3213

1

22.4627

0

13.2482 PPM

Supplementary Figure 13. 1H-NMR spectrum of S2

11

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\3-TBSOTf-1H.ALS

O

H

1H,

10

2.0000 2.0419

N N H

13 C,

H

190

180

OTBS

NHFmoc

OTBS S2

200

100 MHz, CDCl3

210

170

160

150

140

130

120

110

100

90

80

70

60

50

40

30

20

10

0

-10

PPM

12

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\3-TBSOTf-13C-2.ALS

O H

220

Supplementary Figure 14. 13C-NMR spectrum of S2

N N H H

12 OTBS

NHFmoc

OTBS

400 MHz, CDCl3

9 8

2.0159 2.0528 2.0971 7 6

0.9582

0.8603 3.0854 5

1.8035 0.9709 4

1.8377 0.9059 0.9553 0.9535 3

0.8590 0.9127 0.9596 2

1.0016

9.6103

1

8.7065 9.2699

2.9873 8.9608 0 PPM

Supplementary Figure 15. 1H-NMR spectrum of 12

13

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\4-Boc2O-1H.ALS

O

Boc

1H,

10

2.0000

O Boc

N

H

12

OTBS

NHFmoc

OTBS

100 MHz, CDCl3

N H

13 C,

210 200 190 180 170 160 150 140 130 120 110 100

90

80

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 16. 13C-NMR spectrum of 12

14

N Br

N H

H

13 OTBS

NHFmoc

OTBS

400 MHz, CDCl3

9 8

2.0091 2.1375 2.2103 7 6

0.8832

1.8807 0.8810 5

0.9162 0.8313 1.8163 0.9391

4

0.8722 0.9360 1.0981 1.7258

3

0.7778 0.8091 2

1.1822 9.3550

1

18.8583

2.9571 3.0396 6.3663 0 PPM

Supplementary Figure 17. 1H-NMR spectrum of 13

15

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\5-NBS-1H-6.ALS

O

Boc

1H,

10

2.0000

N

Br

N H

H

13

180

OTBS

NHFmoc

OTBS

190

MHz, CDCl3

200

13 C, 100

210

170

160

150

140

130

120

110

100

90

80

70

60

50

40

30

20

10

0

-10

PPM

16

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\5-NBS-13C-5.ALS

O Boc

220

Supplementary Figure 18. 13C-NMR spectrum of 13

O Boc

N

H

11

Br 10

N H

OTBS

NHFmoc

OTBS

13

12

13 COSY, 500 MHz, CDCl3

12 11

13



10

8.0

7.5

7.0

6.5

6.0

5.5

5.0

10

4.5

4.0

3.5

13

3.0

11

2.5

12

2.0

1.5

1.0

0.5

ppm

1

2

3

4

5

6

7

8 ppm

Supplementary Figure 19. COSY spectrum of 13

17

H

OTBS

NHFmoc

OTBS

8

2.1070 2.0687 7

0.8549 6

0.6954

2.4076 5

2.8404 1.9764 4

5.2919 1.0118 1.8919 3

0.8657

2

0.7807 0.7895 9.1526

1

20.8009

2.8880 3.0374

6.0032

0 PPM

Supplementary Figure 20. 1H-NMR spectrum of 14

18

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\6-K2CO3-1H.ALS

N

14

9

400 MHz, CDCl3

N H

MeO 2C

Boc

1H,

10

2.0000 1.9283

N

MeO 2C Boc N H

H

14

180

OTBS

NHFmoc

OTBS

190

MHz, CDCl3

200

13 C, 100

210

170

160

150

140

130

120

110

100

90

80

70

60

50

40

30

20

10

0

-10

PPM

19

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\6-K2CO3-13C-2.ALS

220

Supplementary Figure 21. 13C-NMR spectrum of 14

N

10

MeO 2C Boc N H

H 11

OTBS

NHFmoc

OTBS

7.5

7.0

6.5

6.0

5.5

5.0

10

4.5

4.0

3.5

13

3.0

11

2.5

2.0

12

1.5

1.0

0.5

ppm

1

2

3

4

5

6

7

8 ppm

20

13

12

14 COSY, 500 MHz, CDCl3

12 11

13

10

8.0

Supplementary Figure 22. COSY spectrum of 14

N

H

OTBS

NHFmoc

OTBS

8

2.1475 2.4743 7

0.4625

6

-0.0186

1.4633 5

0.4031

1.4885 0.6887 4

0.7553 0.8111 2.7776 3.1817 0.6955

3 2

1.5156 19.6665

1

22.4889

3.1918

10.3013

0 PPM

Supplementary Figure 23. 1H-NMR spectrum of 15

21

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\7-TFAA-1H 60C.ALS

N

O 15

9

400 MHz, CDCl3, 60 ºC

MeO 2C

Boc

F 3C

1H,

10

2.0000 1.9694

N O

H

15

OTBS

NHFmoc

OTBS

125 MHz, CDCl3, 60 ºC

N

MeO 2C Boc F 3C

13 C,

154 ppm

120

120.010 119.480

117.162 116.395 115

114.864

210 200 190 180 170 160 150 140 130 120 110 100

155

155.429 155.154 154.858 154.580

90

80

ppm

112.569

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 24. 13C-NMR spectrum of 15

22

H O

NH

OTBS

9

H N

OTBS

8 7

1.0000 2.7322 0.9762

6

2.1123 5

0.8491

4

0.9148 0.9426 1.3351 2.7637 2.4430 1.0079

3 2

2.0034

13.9069

1

21.1569

3.0791 5.9963 3.3440 0 PPM

Supplementary Figure 25. 1H-NMR spectrum of 18

23

\\150.59.84.6\user\004BOT\takeuchi\palauamine data\8-pyrrole-1H 60C.ALS

N

MeO 2C

Boc N

O 18

400 MHz, CDCl3, 60 ºC

F 3C

1H,

10

0.8749

N N

MeO 2C Boc

O

H

18

O NH

OTBS

H N

OTBS

125 MHz, CDCl3, 60 ºC

F 3C

13 C,

156

154

210 200 190 180 170 160 150 140 130 120 110 100

158

156.136 155.434 155.140 154.842 154.545

90

ppm

80

120

119.438 70

118

60

30

ppm

112.537 40

114

114.838 50

116

117.138 116.492

20

10

0

ppm

Supplementary Figure 26. 13C-NMR spectrum of 18

24

F 3C N

O BocHN N

H

OTBS

19

O

9

H

500 MHz, CDCl3

HN

O

1H,

10

OTBS

8 7

0.97 0.90 0.95

0.99

6

1.00 0.97

4

2.00

5

1.02 1.01 1.02

1.06 1.01

3 0.99 0.99

ppm

5.82 3.03 3.14

1

9.20 9.33

2

1.04

Supplementary Figure 27. 1H-NMR spectrum of 19

25

F 3C N

O BocHN

HN

O

13 C, 125

N

H

OTBS

19

O

H OTBS

MHz, CDCl3

160 155 ppm

210 200 190 180 170 160 150 140 130 120 110 100

161.852 157.904 157.613 157.320 157.028 156.609 153.211

80 70

90

120.022 119.178 118.720 116.879 115

60

115.668 114.577 113.893

40

ppm

50

112.276

30 20 10 0 ppm

Supplementary Figure 28. 13C-NMR spectrum of 19

26

11 0.99

10 9 7

3.26 2.12 1.05 1.04 1.03

8

0.99

2.08

6 1.00 1.01

5

1.07 2.22 1.02 1.03 1.04

4

1.04 1.02

3

1.01

ppm

3.05 3.24 6.40

1

9.50 9.97

2

1.01

Supplementary Figure 29. 1H-NMR spectrum of 20

27

S

N N H

N H

O

OTBS 20

200

190

H OTBS

180

125 MHz, CDCl3

HN

HO CbzHN

F 3C O

13 C,

210

170

160

156.376 156.095 155.800 155.509

150

140

157 156

157.167

120

ppm

130

110

115.727 115.211

100

116

116.657

90

114.355

ppm

80

70

60

50

40

30

20

ppm

Supplementary Figure 30. 13C-NMR spectrum of 20

28

HO CbzHN

MeS

F 3C

N

N N

H

OTBS

21

O

9

H

500 MHz, CDCl3

HN

O

1H,

10

OTBS

1.00

8 5.36

7

1.01 1.03 1.00 1.06 1.04

6

2.07 1.12 1.96 1.04

5

1.05

4

1.06 1.09 1.06 1.04

3 1.03 1.06 3.13

2 1.08

ppm

3.26 3.65 6.25

1

10.01 9.77

Supplementary Figure 31. 1H-NMR spectrum of 21

29

HN

HO CbzHN MeS F 3C O

N N

N H

O

OTBS 21

H

MHz, CDCl3

OTBS

157

156

ppm

210 200 190 180 170 160 150 140 130 120 110 100

13 C, 125

156.401 156.114 155.828 155.540

90

80

120

119.285

70

116.981

60

115

50

ppm

114.677 114.525 114.140 112.372

40

30

20

10

0

ppm

Supplementary Figure 32. 13C-NMR spectrum of 21

30

Cbz

MeS

F 3C

1H,

N

HN

N

N

O

N

H

OTBS

22

O

9

H OTBS

500 MHz, CDCl3, 60 ºC

10 8 7 6 5 4 3

5.34 0.97 2.02 0.16 0.20 0.29 0.90 0.96 0.20 0.97 0.17 2.06 0.23 0.32 0.25 1.98 0.18 0.96 0.14 0.93 0.16 0.99 0.18 0.11 1.22 1.08 1.36 1.00 0.22 3.51 0.13 1.01 0.23

2

10.66 10.35

1

4.10 10.11

ppm

Supplementary Figure 33. 1H-NMR spectrum of 22

31

Cbz

MeS

F 3C

N

HN

N N

H

OTBS

22

O

H OTBS

MHz, CDCl3, 60 ºC

N

O

13 C, 125

156

155.444 155 ppm

210 200 190 180 170 160 150 140 130 120 110 100

156.433 156.346 156.267 156.139 156.029 155.735

90 80

118

70

116

60

114

119.161 118.430

50 ppm

40

116.858 115.347 114.671 114.558 114.126 113.614 113.521 112.355 111.846

30 20 10 0 ppm

Supplementary Figure 34. 13C-NMR spectrum of 22

32

Cbz N

S

N

N

H N

23 N

H

OTBS

9

O

H

500 MHz, C6D 6, 60 ºC

MeS

CbzHN

1H,

10 0.87

OTBS

8 7

1.18 2.39 3.27 4.78 2.76

2.12

6 0.74

5

1.00 1.33 3.45 1.29 1.06 1.26

4 1.00 1.17 1.01 1.14

3 0.81

3.23

2

9.30 8.70

1

5.18 2.88 2.97 5.85

ppm

Supplementary Figure 35. 1H-NMR spectrum of 23

33

O

N

Cbz

N

N

H

N

MeS

H

H N

CbzHN

OTBS

S

OTBS 23

Supplementary Figure 36. HRMS (ESI) spectrum of 23

34

Cbz

MeS

CbzHN

N N

N

N

N

H

OTBS

O

H OTBS

6 5

1.04 2.31 1.60 1.46 1.13 1.04 1.30 1.07 2.04

o-NO2BnHN

7

2.33 0.97

24

8

2.14

500 MHz, CDCl3, 60 ºC

9 1.19 1.20 1.38 1.35 7.73 2.73

1H,

10 0.92

4 1.18 1.16 1.12 1.10

3 1.04 3.44 1.14

2

10.34 9.63

1 ppm

7.33 3.02 4.49

Supplementary Figure 37. 1H-NMR spectrum of 24

35

Cbz MeS CbzHN

N

o-NO2BnHN

13 C, 125

N N N

24

N H

O

OTBS

H OTBS

MHz, CDCl3, 60 ºC

210 200 190 180 170 160 150 140 130 120 110 100

90

80

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 38. 13C-NMR spectrum of 24

36

Cbz

MeS

CbzHN

N N

N

N

N

H

OH

O

H

8

OTIPS

500 MHz, CD3CN, 60 ºC

o-NO2BnHN

1H,

9 1.00

25

10 0.97

1.07 3.99 3.26 5.33

7

1.01 1.01

6

1.07 1.98

0.98 2.18

4

1.00 1.17 1.99 1.17

5

4.00 1.13 1.01

1.07

3

1.01 1.01

3.07

1

24.17

2

1.28

ppm

Supplementary Figure 39. 1H-NMR spectrum of 25

37

Cbz MeS CbzHN

N

o-NO2BnHN

13 C, 125

N N N

25

N H

OH

O

H OTIPS

MHz, CD 3CN, 60 ºC

210 200 190 180 170 160 150 140 130 120 110 100

90

80

70

60

50

40

30

20

10

0

ppm

Supplementary Figure 40. 13C-NMR spectrum of 25

38

N N

N

N

N HO

N

H

Cl

28

9

O

H

8

OTIPS

500 MHz, CD3CN, 60 ºC

Cbz

MeS

CbzHN

o-NO2Bn

1H,

10 1.16 13.58

7

1.88 1.00 0.96 1.22

6

1.04

6.47

5 0.71

4

3.40 0.88 2.28

3 1.00 3.82 0.82

2 1

23.65

ppm

Supplementary Figure 41. 1H-NMR spectrum of 28

39

7859::;76;!']2%%'#?'a7N4*44Y5444*44b 7477*K668N

U&%"@0C&'F12=Q"=/&

744 O4

7475*K6O99 747K*K6NK7

64 84

7478*K695K 54 4 :O4

747N*K6O5O

:O:*846K8 :ON

::4

::N

7444

744N

7474

747N

7454

748K*KN677

74KK*K8:47

745N*KO5:8

744N*844:N

745N

74K4

74KN

7484

748N

#MI 7859::;76;!']2%%'#?'a7N4*44Y5444*44b 7477*K668K

U&%"@0C&'F12=Q"=/&

744 O4

7475*K6O98 747K*K6N88

64 84

7478*K695N 54 4 :O4

747N*K6OK5

:O:*846K4 :ON

::4

744N*844O: ::N

7444

744N

74KK*K8:45

745N*KOK55 7474

747N

7454

745N

74K4

74KN

748K*KN65: 7484

#MI

!"#$#%&'"()*$+*,-&-*%(,#'.)/(*%($',,(0100234453 $KLM( 0114234453:0104234453 6,*&*+#((7-%(((7'8 9:0;(((((((1((((41 ?:05(((((((1(((((@ A-:;@((((((1(((((0 A:3;(((((((1(((((0 9":3B((((((1(((((0 9/'.C#(0 7',,(&*"#.'%)#(B211(++$ ?-&.*C#%(.D"#(%*&(D,#E( FGH(#ID-J(:0211:011211 $'8(.#,D"&,(011 $KL N/#*2(7',, G#"&'( O++$P (0100234453 (01002344B0 (((:121@ (01002344;@ ((((120B (0100234B43 ((((12Q> (0100234Q4; (((:020@ (0100234Q@; (((:023Q (010023454@ ((((02Q3 (010023455B ((((02>4 (01002343@3 ((((;2BQ (0100234>04 (((:;2Q1 (0100234>4B (((:320@ (0100234;5> ((((32>1 (010023Q1B1 (((:5213 (0100234;;4 ((((5203 (0100234;11 ((((523@ (010023Q1>> (((:52B0

O

N

Cbz

N

N

CbzHN

H

N N

o-NO2Bn

H

N

MeS

HO

OTIPS Cl 28

FGH( #ID-J2 (((352B (((352B (((;B2B (((3521 (((352B (((3>2B (((3>2B (((3121 (((3521 (((;>2B (((312B (((332B (((312B (((3B21 (((;>21

9*$+*,-&-*% 9 B> < B4 = 4 ? 4 9" A 9 B@ < B4 = Q ? 4 9" A9 B1 < 41 = > ? @ 9" A A9 41 < B@ = @ ? 3 9" A9 B4 < BB = Q ? @ A A9 41 < B0 = 4 ? @ A 9 B> < B0 = Q ? @ A9 B4 < B@ = > ? B 9" A 9 B@ < BQ = @ ? B A A9 BB < 41 = Q ? 4 9" A A9 B5 < B4 = @ ? @ 9" A 9 41 < B> = > ? ; A A9 B3 < B4 = > ? @ 9" A9 BQ < B3 = > ? Q A 9 BQ < 4; = @ ? 3 9" A A-

Supplementary Figure 42. HRMS (ESI) spectrum of 28

40

748N

Cbz

o-NO2BnHN

CbzHN

N N

N

HO

N

N

30

9

N

H

Cl

O

H

8

OTIPS

500 MHz, CD3CN, 60 ºC

o-NO2Bn

1H,

10 1.06 1.00 16.45

7

2.22 1.11 0.87 0.98

6

1.14

8.96

5 1.53

4

2.25 2.15

2.11

3 0.92

1.58

2

21.21

1 ppm

Supplementary Figure 43. 1H-NMR spectrum of 30

41

L"A&'+' 5M6M547N'5+K7+58'OE ?>@A32#&>A"%'#&AF)P'+' ,+-./"%0123-#&AF)P@-GB!?:7442%-$>:G774:!8N*#&AF ?>@A32#&>A"%'Q>"%R@0@'L0D0@0)>S'BT20$#&>A'E">"H&#&>A',&>A&3S',3&"A0D&'U&@&"3/F'?>@A0A2A0)>S'G)VV"0P)'W>0D&3@0AR 785944:7;:(:$>'X7NY79 UZ+ 4*5NY4*59 Q[+ 5 (\+ K*97BN Z+ ]ZE!'^7S7_''`'$'B!?']2%%'#@'a7N4*44Y5444*44b 777N*85486

U&%"A0D&'Q12>P">/&

744 94

7776*85874 64

777;*857N5

84 7779*85569 54

77K;*84K6K 77K9*84695 7784*84NKK

777c*858N5

4 749N

74c4

74cN

7744

774N

7774

777N #MJ

7754

775N

77K4

77KN

7784

778N

785944:7;:(:$>'X79 UZ+ 4*K7 Q[+ 7 (\+ 9*K4BN Z+ ]ZE!'^7S7_''`'$'B!?']2%%'#@'a7N4*44Y5444*44b 777N*854;9

U&%"A0D&'Q12>P">/&

744 94

7776*8584; 64 777;*85799 84 7779*855c;

77K;*84K97 77K9*84665

54 777c*8587c 4 749N

74c4

74cN

7744

774N

7774

777N #MJ

7754

7784*848;c 775N

77K4

77KN

7784

778N

785944:7;:(:$>'X54 UZ+ 4*K8 Q[+ 7 (\+ 7*45B6 Z+ ]ZE!'^7S7_''`'$'B!?']2%%'#@'a7N4*44Y5444*44b

U&%"A0D&'Q12>P">/&

744 94 64 84

777N*85778

!"#$#%&'"()*$+*,-&-*%(,#'.)/(*%($',,(0001234567 7776*85K;7

$KLM( 0005234567