Total synthesis of (+)-brefeldin A

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

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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-METHYLAMIDES; BREFELDIN-A; ENDOPLASMIC-RETICULUM; STREPTOGRAMIN ANTIBIOTICS; EFFICIENT SYNTHESIS; SECRETORY PROTEINS; PROTECTING GROUPS; FORMAL SYNTHESIS; PROPIOLIC ACID; GOLGI PROTEINS
제목
Total synthesis of (+)-brefeldin A
저자
Suh, YG; Jung, JK; Seo, SY; Min, KH; Shin, DY; Lee, YS; Kim, SH; Park, HJ
DOI
10.1021/jo0110855
발행일
2002-06-14
유형
Article
저널명
The Journal of Organic Chemistry
권
67
호
12
페이지
4127 ~ 4137