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Facile synthesis of (+/-)-paeonilide.

ABSTRACT: (+/-)-Paeonilide, a novel monoterpenoid metabolite from the roots of Paeonia delavayi showing anti-platelet activating factor activity, is convergently synthesized in five steps with 59% overall yield. The application of benzoyl peroxide-promoted radical addition of unsaturated ester to aldehyde and subsequent topologically favored cyclization greatly simplified the synthesis.

SUBMITTER: Du Y

PROVIDER: S-EPMC4142627 | biostudies-literature | 2007 May

REPOSITORIES: biostudies-literature

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Facile synthesis of (+/-)-paeonilide.

Du Yuguo Y Liu Jun J Linhardt Robert J RJ

The Journal of organic chemistry 20070406 10

(+/-)-Paeonilide, a novel monoterpenoid metabolite from the roots of Paeonia delavayi showing anti-platelet activating factor activity, is convergently synthesized in five steps with 59% overall yield. The application of benzoyl peroxide-promoted radical addition of unsaturated ester to aldehyde and subsequent topologically favored cyclization greatly simplified the synthesis. ...[more]

PMID: 17411097

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