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A concise synthesis of beta-sitosterol and other phytosterols.

ABSTRACT: A convenient synthesis of sidechain-modified phytosterols is achieved via a temporary masking of the stigmasterol 5,6-alkene as an epoxide. Following performance of the desired modification, the alkene is regenerated through a mild deoxygenation. The approach is applied to the syntheses of beta-sitosterol and campesterol acetate, and suggests a facile route to the (Z)-isomers of Delta(22-23) phytosterols.

SUBMITTER: Hang J

PROVIDER: S-EPMC2950316 | biostudies-literature | 2010 Dec

REPOSITORIES: biostudies-literature

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A concise synthesis of beta-sitosterol and other phytosterols.

Hang Jiliang J Dussault Patrick P

Steroids 20100601 12

A convenient synthesis of sidechain-modified phytosterols is achieved via a temporary masking of the stigmasterol 5,6-alkene as an epoxide. Following performance of the desired modification, the alkene is regenerated through a mild deoxygenation. The approach is applied to the syntheses of beta-sitosterol and campesterol acetate, and suggests a facile route to the (Z)-isomers of Delta(22-23) phytosterols. ...[more]

PMID: 20685279

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