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Stereoselective total synthesis of (-)-cleistenolide.

ABSTRACT: A facile stereoselective total synthesis of cleistenolide (1) from the natural chiral template d-arabinose has been achieved in eight steps and 49% overall yield, employing key steps including Wittig olefination, selective 1,3-trans-acetal formation, and modified Yamaguchi esterification.

SUBMITTER: Cai C

PROVIDER: S-EPMC2921661 | biostudies-literature | 2010 Aug

REPOSITORIES: biostudies-literature

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Stereoselective total synthesis of (-)-cleistenolide.

Cai Chao C Liu Jun J Du Yuguo Y Linhardt Robert J RJ

The Journal of organic chemistry 20100801 16

A facile stereoselective total synthesis of cleistenolide (1) from the natural chiral template d-arabinose has been achieved in eight steps and 49% overall yield, employing key steps including Wittig olefination, selective 1,3-trans-acetal formation, and modified Yamaguchi esterification. ...[more]

PMID: 20704451

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