Concise syntheses of (+)-macrosphelides A and B

  • Paek, SM
  • Seo, SY
  • Kim, SH
  • Jung, JW
  • Lee, YS
  • 외 2명
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초록

Unified and highly convergent total syntheses of (+)-macrosphelides A and B are described. Key features of the syntheses include (1) concise synthesis of the optically active delta-hydroxy-y-keto alpha,beta-unsaturated acid fragment via the direct addition of a trans-vinylogous ester anion equivalent to the readily available Weinreb amide and (2) facile construction of the 16-membered macrolide core of the macrosphelide series via an intramolecular nitrile-oxide cycloaddition (INOC).

키워드

CELL-CELL ADHESIONMACROSPHELIDE-AABSOLUTE STEREOSTRUCTURES(+)-BREFELDIN-AESTERIFICATIONINHIBITORSMACROLACTONIZATIONREDUCTIONMOLECULESTRATEGY
제목
Concise syntheses of (+)-macrosphelides A and B
저자
Paek, SMSeo, SYKim, SHJung, JWLee, YSJung, JKSuh, YG
DOI
10.1021/ol0508429
발행일
2005-07-21
유형
Article
저널명
Organic Letters
7
15
페이지
3159 ~ 3162