Issue 60, 2016

Catalytic asymmetric total synthesis of (+)-artalbic acid

Abstract

The first total synthesis of (+)-artalbic acid has been accomplished using asymmetric allylation of an acetoacetate derivative with a phase-transfer catalyst. This synthetic work was completed in 12 steps from isopropyl acetoacetate with high stereocontrol. In addition, the absolute configuration of naturally occurring artalbic acid was determined to be 7S, 9S, and 10S.

Graphical abstract: Catalytic asymmetric total synthesis of (+)-artalbic acid

Supplementary files

Article information

Article type
Communication
Submitted
09 Jun 2016
Accepted
29 Jun 2016
First published
30 Jun 2016

Chem. Commun., 2016,52, 9391-9393

Catalytic asymmetric total synthesis of (+)-artalbic acid

T. Kobayashi, R. Shioi, A. Ushie, H. Abe and H. Ito, Chem. Commun., 2016, 52, 9391 DOI: 10.1039/C6CC04828E

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