Total Synthesis of Citreochlorol Monochloro Analogues via a Catalytically Enantioselective Carbonyl Allylation

Abstract

An efficient synthetic route to citreochlorol analogues, halogenated polyketide secondary metabolites, is described. The key features are Krische’s enantioselective carbonyl allylation, IBr-promoted cyclization, and regioselective epoxide opening. The importance of the route lies in accessing a versatile epoxy ether that enables the formation of citreochlorol monochloro derivatives.

Key words

chlorinated natural products - polyketides - carbonyl allylation - citreochlorol - antibiotics

Publication History

Received: 29 August 2021

Accepted after revision: 14 October 2021

Accepted Manuscript online:
14 October 2021

Article published online:
10 November 2021

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