Total synthesis of (+)-brefeldin A

  • Suh, YG
  • Jung, JK
  • Seo, SY
  • Min, KH
  • Shin, DY
  • ... Kim, SH
  • 외 2명
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초록

The total synthesis of (+)-brefeldin A has been accomplished via 15 linear steps in a 7.9% overall yield from the known Weinreb amide 6. The key parts of this approach include the stereoselective construction of the cis-disubstituted hydroxycyclopentane skeleton and the direct introduction of the C1-C3 acrylate moiety using a new variant of a trans-vinylogous acyl anion equivalent.

키워드

METHOXY-N-METHYLAMIDESBREFELDIN-AENDOPLASMIC-RETICULUMSTREPTOGRAMIN ANTIBIOTICSEFFICIENT SYNTHESISSECRETORY PROTEINSPROTECTING GROUPSFORMAL SYNTHESISPROPIOLIC ACIDGOLGI PROTEINS
제목
Total synthesis of (+)-brefeldin A
저자
Suh, YGJung, JKSeo, SYMin, KHShin, DYLee, YSKim, SHPark, HJ
DOI
10.1021/jo0110855
발행일
2002-06-14
유형
Article
저널명
The Journal of Organic Chemistry
67
12
페이지
4127 ~ 4137