Issue 73, 2018

Asymmetric total synthesis of pleurospiroketals A and B

Abstract

The first asymmetric total synthesis of pleurospiroketals A and B has been accomplished in 16 steps from 5-methyl-5-hexenoic acid. Key features of the synthesis are the highly syn-selective Evans aldol reaction, ring-closing metathesis, highly diastereoselective dihydroxylation and acid-mediated spiroketalization.

Graphical abstract: Asymmetric total synthesis of pleurospiroketals A and B

Supplementary files

Article information

Article type
Communication
Submitted
30 Jūl. 2018
Accepted
17 Aug. 2018
First published
20 Aug. 2018

Chem. Commun., 2018,54, 10316-10319

Asymmetric total synthesis of pleurospiroketals A and B

T. Kobayashi, K. Tanaka, M. Ishida, N. Yamakita, H. Abe and H. Ito, Chem. Commun., 2018, 54, 10316 DOI: 10.1039/C8CC06185H

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