First Stereoselective Total Synthesis of Anti-Inflammatory Metabolite­ Penicillinolide A

IICT/Pubs/2018/205

Abstract

The first asymmetric total synthesis of penicillinolide A is described. Key steps of the synthesis involve Jacobsen’s hydrolytic kinetic resolution (HKR), chelation controlled allylation, Brown’s asymmetric allylation, hydroboration, and Yamaguchi lactonization.

Key words

Jacobsen’s hydrolytic kinetic resolution (HKR) - chelation controlled allylation - Brown’s asymmetric allylation - hydroboration - Yamaguchi­ lactonization

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