Asymmetric total synthesis of pleurospiroketals A and B?

Chemical Communications Pub Date: 2018-08-20 DOI: 10.1039/C8CC06185H

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
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