A Concise Route to the Key Intermediate of (+)-Vernolepin Using A Bicyclo[3.2.1]octane Chiral Building Block

Norio Miyazawa; Kunio Ogasawara

doi:10.1055/s-2002-32603

LETTER

A Concise Route to the Key Intermediate of (+)-Vernolepin Using A Bicyclo[3.2.1]octane Chiral Building Block

Norio Miyazawa, Kunio Ogasawara*
Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan
Fax: +81(22)2176845; e-Mail: konol@mail.cc.tohoku.ac.jp;

Abstract

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Abstract

An enantioselective route to the key intermediate leading to (+)-vernolepin, an antitumor sesquiterpene, isolated from Vernonia hymenolepis, has been developed starting from the chiral building block having a bicyclo[3.2.1]octane framework accessible by either enzymatic or catalytic kinetic resolution.

Key words

chiral building block - convex-face stereoselection - (+)-vernolepin precursor - antitumor sesquiterpene - bicyclo[3.2.1]octenone

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References

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