Issue 69, 2020

Collective enantioselective total synthesis of (+)-sinensilactam A, (+)-lingzhilactone B and (−)-lingzhiol: divergent reactivity of styrene

Abstract

The collective total synthesis of (+)-sinensilactam A, (+)-lingzhilactone B, (+)-lingzhilactone C and (−)-lingzhiol has been accomplished from a common epoxide intermediate 9. Chemoselective epoxy opening with either an aryl or alkene moiety of styrene led to different carbon skeletons, which can be advanced to a divergent and concise total synthesis of four meroterpenoids.

Graphical abstract: Collective enantioselective total synthesis of (+)-sinensilactam A, (+)-lingzhilactone B and (−)-lingzhiol: divergent reactivity of styrene

Supplementary files

Article information

Article type
Communication
Submitted
10 6 2020
Accepted
22 7 2020
First published
23 7 2020

Chem. Commun., 2020,56, 10066-10069

Collective enantioselective total synthesis of (+)-sinensilactam A, (+)-lingzhilactone B and (−)-lingzhiol: divergent reactivity of styrene

D. Zhang, H. Fan, W. Zhang, C. Li, S. Luo and H. Qin, Chem. Commun., 2020, 56, 10066 DOI: 10.1039/D0CC04064A

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