4.3 Article

A Concise Total Synthesis of Diospongins A and B

Journal

HELVETICA CHIMICA ACTA
Volume 91, Issue 12, Pages 2235-2239

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.200890242

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The total synthesis of the diarylheptanoids (-)-diospongin A (1) and 13 (2) was achieved stereoselectively via the delta-lactone intermediate 6. The key reactions involved are a stereoselective reduction of beta-keto ester and the and Horner-Wadsworth-Emmons and intramolecular oxy-Michael reactions.

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