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Angewandte Chemie - International Edition

Volumn 49, Issue 46, 2010, Pages 8678-8681

Catalytic asymmetric aldol equivalents in the enantioselective synthesis of the apoptolidinc aglycone

(3) Vargo, Thomas R a Hale, James S a Nelson, Scott G a

a UNIVERSITY OF PITTSBURGH (United States)

Author keywords

aldol reaction; asymmetric synthesis; cycloadditions; homogeneous catalysis; natural products

Indexed keywords

ALDOL REACTIONS; ASYMMETRIC SYNTHESIS; CYCLOADDITIONS; HOMOGENEOUS CATALYSIS; NATURAL PRODUCTS;

CATALYSIS; CELL DEATH; CONDENSATION REACTIONS; REACTION KINETICS;

SYNTHESIS (CHEMICAL);

ALDEHYDE; APOPTOLIDIN C; ETHYLENE DERIVATIVE; KETENE; KETONE; MACROLIDE; PALLADIUM; PROPIONIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ALDEHYDES; CATALYSIS; ETHYLENES; KETONES; MACROLIDES; PALLADIUM; PROPIONATES; STEREOISOMERISM;

EID: 78149452820 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201004925 Document Type: Article

Times cited : (17)

References (39)

1
- 33749243649
- P. T. Daniel, U. Koert, J. Schuppan, Angew. Chem. 2006, 118, 886 908
- (2006) Angew. Chem. , vol.118 , pp. 886-908
- Daniel, P.T.¹ Koert, U.² Schuppan, J.³

2
- 32044434388
- Angew. Chem. Int. Ed. 2006, 45, 872 893.
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 872-893

3
- 0002934595
- K. C. Nicolaou, Y. Li, K. C. Fylaktakidou, H. J. Mitchell, K. Sugita, Angew. Chem. 2001, 113, 3972 3976
- (2001) Angew. Chem. , vol.113 , pp. 3972-3976
- Nicolaou, K.C.¹ Li, Y.² Fylaktakidou, K.C.³ Mitchell, H.J.⁴ Sugita, K.⁵

4
- 0035887506
- Angew. Chem. Int. Ed. 2001, 40, 3854 3857
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3854-3857

5
- 10744222793
- K. C. Nicolaou, Y. Li, K. Sugita, H. Monenschein, P. Guntupalli, H. J. Mitchell, K. C. Fylaktakidou, D. Vourloumis, P. Giannakakou, A. OBrate, J. Am. Chem. Soc. 2003, 125, 15443 15454
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 15443-15454
- Nicolaou, K.C.¹ Li, Y.² Sugita, K.³ Monenschein, H.⁴ Guntupalli, P.⁵ Mitchell, H.J.⁶ Fylaktakidou, K.C.⁷ Vourloumis, D.⁸ Giannakakou, P.⁹ Obrate, A.¹⁰

6
- 10944272908
- H. Wehlan, M. Dauber, M.-T. M. Fernaud, J. Schuppan, R. Mahrwald, B. Ziemer, M.-E. J. Garcia, U. Koert, Angew. Chem. 2004, 116, 4698 4702
- (2004) Angew. Chem. , vol.116 , pp. 4698-4702
- Wehlan, H.¹ Dauber, M.² Fernaud, M.-T.M.³ Schuppan, J.⁴ Mahrwald, R.⁵ Ziemer, B.⁶ Garcia, M.-E.J.⁷ Koert, U.⁸

7
- 5344244764
- Angew. Chem. Int. Ed. 2004, 43, 4597 4601
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 4597-4601

8
- 0002992653
- J. Schuppan, H. Wehlan, S. Keiper, U. Koert, Angew. Chem. 2001, 113, 2125 2128
- (2001) Angew. Chem. , vol.113 , pp. 2125-2128
- Schuppan, J.¹ Wehlan, H.² Keiper, S.³ Koert, U.⁴

9
- 0000383342
- Angew. Chem. Int. Ed. 2001, 40, 2063 2066
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2063-2066

10
- 23744489226
- B. Wu, Q. Liu, G. A. Sulikowski, Angew. Chem. 2004, 116, 6841 6843
- (2004) Angew. Chem. , vol.116 , pp. 6841-6843
- Wu, B.¹ Liu, Q.² Sulikowski, G.A.³

11
- 10944261744
- Angew. Chem. Int. Ed. 2004, 43, 6673 6675
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6673-6675

12
- 26444539667
- M. T. Crimmins, H. S. Christie, K. Chaudhary, A. Long, J. Am. Chem. Soc. 2005, 127, 13810 13812
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 13810-13812
- Crimmins, M.T.¹ Christie, H.S.² Chaudhary, K.³ Long, A.⁴

13
- 33847782996
- B. Wu, Q. Liu, B. Jin, T. Qu, G. A. Sulikowski, Eur. J. Org. Chem. 2006, 277 284
- (2006) Eur. J. Org. Chem. , pp. 277-284
- Wu, B.¹ Liu, Q.² Jin, B.³ Qu, T.⁴ Sulikowski, G.A.⁵

14
- 33749263184
- J. Schuppan, H. Wehlan, S. Keiper, U. Koert, Chem. Eur. J. 2006, 12, 7364 7377
- (2006) Chem. Eur. J. , vol.12 , pp. 7364-7377
- Schuppan, J.¹ Wehlan, H.² Keiper, S.³ Koert, U.⁴

15
- 33749263531
- H. Wehlan, M. Dauber, M. T. M. Fernaud, J. Schuppan, S. Keiper, R. Mahrwald, M. E. J. Garcia, U. Koert, Chem. Eur. J. 2006, 12, 7378 7397
- (2006) Chem. Eur. J. , vol.12 , pp. 7378-7397
- Wehlan, H.¹ Dauber, M.² Fernaud, M.T.M.³ Schuppan, J.⁴ Keiper, S.⁵ Mahrwald, R.⁶ Garcia, M.E.J.⁷ Koert, U.⁸

16
- 62749138500
- M. T. Crimmins, H. S. Christie, A. Long, K. Chaudhary, Org. Lett. 2009, 11, 831 834.
- (2009) Org. Lett. , vol.11 , pp. 831-834
- Crimmins, M.T.¹ Christie, H.S.² Long, A.³ Chaudhary, K.⁴

17
- 61649113764
- L. M. Geary, P. G. Hultin, Tetrahedron: Asymmetry 2009, 20, 131 173
- (2009) Tetrahedron: Asymmetry , vol.20 , pp. 131-173
- Geary, L.M.¹ Hultin, P.G.²

18
- 78149460399
- L. Jun, D. Menche, Synthesis 2009, 2293 2315.
- (2009) Synthesis , pp. 2293-2315
- Jun, L.¹ Menche, D.²

19
- 0032704431
- S. G. Nelson, T. J. Peelen, Z. Wan, J. Am. Chem. Soc. 1999, 121, 9742 9743
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 9742-9743
- Nelson, S.G.¹ Peelen, T.J.² Wan, Z.³

20
- 0347129844
- S. G. Nelson, C. Zhu, X. Shen, J. Am. Chem. Soc. 2004, 126, 14 15
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 14-15
- Nelson, S.G.¹ Zhu, C.² Shen, X.³

21
- 33745018360
- X. Shen, A. S. Wasmuth, J. Zhao, C. Zhu, S. G. Nelson, J. Am. Chem. Soc. 2006, 128, 7438 7439.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 7438-7439
- Shen, X.¹ Wasmuth, A.S.² Zhao, J.³ Zhu, C.⁴ Nelson, S.G.⁵

22
- 49349137641
- A. Basha, M. Lipton, S. M. Weinreb, Tetrahedron Lett. 1977, 18, 4171 4172.
- (1977) Tetrahedron Lett. , vol.18 , pp. 4171-4172
- Basha, A.¹ Lipton, M.² Weinreb, S.M.³

23
- 23844506296
- H. Gu, W. M. Xu, T. H. Kinstle, Tetrahedron Lett. 2005, 46, 6449 6451.
- (2005) Tetrahedron Lett. , vol.46 , pp. 6449-6451
- Gu, H.¹ Xu, W.M.² Kinstle, T.H.³

24
- 33847804804
- T. Mukaiyama, K. Banno, K. Naraska, J. Am. Chem. Soc. 1974, 96, 7503 7509.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 7503-7509
- Mukaiyama, T.¹ Banno, K.² Naraska, K.³

25
- 15844376790
- D. A. Evans, M. J. Dart, J. L. Duffy, M. G. Yang, J. Am. Chem. Soc. 1996, 118, 4322 4343.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 4322-4343
- Evans, D.A.¹ Dart, M.J.² Duffy, J.L.³ Yang, M.G.⁴

26
- 33847801219
- D. W. Hart, T. F. Blackburn, J. Schwartz, J. Am. Chem. Soc. 1975, 97, 679 680
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 679-680
- Hart, D.W.¹ Blackburn, T.F.² Schwartz, J.³

27
- 78149419346
- for an application in the total synthesis of apoptolidinA, see Ref.[2a,b]
- for an application in the total synthesis of apoptolidinA, see Ref.[2a,b].

28
- 38849119789
- Alkenyl iodide 23 was prepared using the procedure reported for the corresponding bromide, see:, M. Handa, K. A. Scheidt, M. Bossart, N. Zheng, W. R. Roush, J. Org. Chem. 2008, 73, 1031 1035.
- (2008) J. Org. Chem. , vol.73 , pp. 10311035
- Handa, M.¹ Scheidt, K.A.² Bossart, M.³ Zheng, N.⁴ Roush, W.R.⁵

29
- 0037055033
- J. Takagi, K. Takahashi, T. Ishiyama, N. Miyaura, J. Am. Chem. Soc. 2002, 124, 8001 8006.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 8001-8006
- Takagi, J.¹ Takahashi, K.² Ishiyama, T.³ Miyaura, N.⁴

30
- 0034710467
- S. A. Frank, H. Chen, R. K. Kunz, M. J. Schnaderbeck, W. R. Roush, Org. Lett. 2000, 2, 2691 2694.
- (2000) Org. Lett. , vol.2 , pp. 2691-2694
- Frank, S.A.¹ Chen, H.² Kunz, R.K.³ Schnaderbeck, M.J.⁴ Roush, W.R.⁵

31
- 0242490677
- X. Zeng, M. Qian, Q. Hu, E. Negishi, J. Am. Chem. Soc. 2003, 125, 13636 13637
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13636-13637
- Zeng, X.¹ Qian, M.² Hu, Q.³ Negishi, E.⁴

32
- 31444457008
- X. Zeng, M. Qian, Q. Hu, E. Negishi, Angew. Chem. 2004, 116, 2309 2313
- (2004) Angew. Chem. , vol.116 , pp. 2309-2313
- Zeng, X.¹ Qian, M.² Hu, Q.³ Negishi, E.⁴

33
- 4043088534
- Angew. Chem. Int. Ed. 2004, 43, 2259 2263.
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2259-2263

34
- 0040746033
- H. X. Zhang, F. Guibé, G. Balavoine, J. Org. Chem. 1990, 55, 1857 1867
- (1990) J. Org. Chem. , vol.55 , pp. 1857-1867
- Zhang, H.X.¹ Guibé, F.² Balavoine, G.³

35
- 78149436116
- for an application in the total synthesis of apoptolidinA, see Ref.[2a,b]
- for an application in the total synthesis of apoptolidinA, see Ref.[2a,b].

36
- 0001616294
- J. Srogl, G. D. Allred, L. S. Liebeskind, J. Am. Chem. Soc. 1997, 119, 12376 12377.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 12376-12377
- Srogl, J.¹ Allred, G.D.² Liebeskind, L.S.³

37
- 64349107234
- A. B. Smith III, S. Dong, Org. Lett. 2009, 11, 1099 1102.
- (2009) Org. Lett. , vol.11 , pp. 1099-1102
- Smith Iii, A.B.¹ Dong, S.²

38
- 0001616071
- J. Inanaga, K. Hirata, H. Saeki, T. Katsuki, M. Yamaguchi, Bull. Chem. Soc. Jpn. 1979, 52, 1989 1993
- (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 1989-1993
- Inanaga, J.¹ Hirata, K.² Saeki, H.³ Katsuki, T.⁴ Yamaguchi, M.⁵

39
- 0025125458
- M. Hikota, H. Tone, K. Horita, O. Yonemitsu, Tetrahedron 1990, 46, 4613 4628.
- (1990) Tetrahedron , vol.46 , pp. 4613-4628
- Hikota, M.¹ Tone, H.² Horita, K.³ Yonemitsu, O.⁴

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