Studies in the aza-Cope reaction: A formal highly enantioselective synthesis of tryprostatin B

Tetrahedron Letters

Volumn 41, Issue 19, 2000, Pages 3611-3613

  Sofia Cardoso, A ^a   Lobo, Ana M ^a   Prabhakar, Sundaresan ^a  

^a DEPARTAMENTO DE QUÍMICA   (Portugal)

Author keywords

Enantioselection; Indoles; Natural product; Sigmatropic rearrangements

Indexed keywords

INDOLE DERIVATIVE; ORGANOBORON DERIVATIVE; TRYPOSTATIN B; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ISOMER; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0342699504     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00455-X     Document Type: Article

References (12)

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6. Tryprostatins A (4b) and B (4a), isolated from Aspergillus fumigatus are reported to be cell-cycle progression inhibitors of tsFT210 at the G2/M phase barrier: Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Ubukata, M.; Takahashi, I.; Isono, K.; Osada, H. J. Antibiot. 1995, 48, 1382-1384; Cui, C.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 534-540; Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Osada, H. J. Antibiot. 1996, 49, 527-533; Usui, T.; Kondoh, M.; Cui, C.; Mayumi, T.; Osada, H. Biochem. J. 1998, 333, 543-548.
7. Tryprostatins A (4b) and B (4a), isolated from Aspergillus fumigatus are reported to be cell-cycle progression inhibitors of tsFT210 at the G2/M phase barrier: Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Ubukata, M.; Takahashi, I.; Isono, K.; Osada, H. J. Antibiot. 1995, 48, 1382-1384; Cui, C.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 534-540; Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Osada, H. J. Antibiot. 1996, 49, 527-533; Usui, T.; Kondoh, M.; Cui, C.; Mayumi, T.; Osada, H. Biochem. J. 1998, 333, 543-548.
8. Tryprostatins A (4b) and B (4a), isolated from Aspergillus fumigatus are reported to be cell-cycle progression inhibitors of tsFT210 at the G2/M phase barrier: Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Ubukata, M.; Takahashi, I.; Isono, K.; Osada, H. J. Antibiot. 1995, 48, 1382-1384; Cui, C.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 534-540; Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Osada, H. J. Antibiot. 1996, 49, 527-533; Usui, T.; Kondoh, M.; Cui, C.; Mayumi, T.; Osada, H. Biochem. J. 1998, 333, 543-548.
9. Tryprostatins A (4b) and B (4a), isolated from Aspergillus fumigatus are reported to be cell-cycle progression inhibitors of tsFT210 at the G2/M phase barrier: Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Ubukata, M.; Takahashi, I.; Isono, K.; Osada, H. J. Antibiot. 1995, 48, 1382-1384; Cui, C.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 534-540; Cui, C.; Kakeya, H.; Okada, G.; Onose, R.; Osada, H. J. Antibiot. 1996, 49, 527-533; Usui, T.; Kondoh, M.; Cui, C.; Mayumi, T.; Osada, H. Biochem. J. 1998, 333, 543-548.
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12. For a recent enantiospecific synthesis of 4a from a 2-lithioindole and Schöllkopf's chiral auxiliary, see: Zhao, S.; Gan, T.; Yu, P.; Cook, J. M. Tetrahedron Lett. 1998, 39, 7009-7012.