4.5 Article

First Stereoselective Total Synthesis of Anti-Inflammatory Metabolite Penicillinolide A

Journal

SYNTHESIS-STUTTGART
Volume 51, Issue 6, Pages 1427-1434

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1611040

Keywords

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

Funding

  1. CSIR
  2. UGC, New Delhi

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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.

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