α-Xanthyl Cyclopentenones and Cyclohexenones: New, Highly Versatile Building Blocks

05 July 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A versatile strategy to synthesize α,β-functionalized cyclopentanones and cyclohexanones is described. It takes advantage of new reagents, α-xanthyl enones, which can be prepared from the reaction of xanthate salts with epoxides under acidic conditions. β-Functionalization of these compounds can be performed by conjugate additions without affecting the xanthate moitety. This significantly expands the pool of xanthate substrates, allowing the synthesis of open chain and fused bicyclic building blocks useful in the synthesis of natural products.

Keywords

Xanthates
Alkylation
Enones
Michael Addition

Supplementary materials

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Title
α-Xanthyl Cyclopentenones and Cyclohexenones: New, Highly Versatile Building Blocks
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