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

An efficient synthetic route to citreochlorol analogs, 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… Click to show full abstract

An efficient synthetic route to citreochlorol analogs, 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 the access of the versatile epoxy ether 14, which opens access to the citreochlorol monochloro derivatives 5 and 6.

Keywords: enantioselective carbonyl; citreochlorol monochloro; citreochlorol; carbonyl allylation

Journal Title: Synthesis
Year Published: 2021

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