Enantioselective Synthesis of Medium-Sized-Ring Lactones by Organocatalytic Michael Addition Followed by Reductively Initiated Fragmentation - Aix-Marseille Université Access content directly
Journal Articles Chemistry - A European Journal Year : 2015

Enantioselective Synthesis of Medium-Sized-Ring Lactones by Organocatalytic Michael Addition Followed by Reductively Initiated Fragmentation

Abstract

A new strategy for the rapid synthesis of enantioenriched medium-sized-ring lactones was developed. The method combines the organocatalytic Michael addition of cycloalkane-1,3-diones to α,β-unsaturated aldehydes with a subsequent reductively initiated Claisen fragmentation, which allows access to 10- and 11-membered-ring lactones with 91 to 99%ee.

Dates and versions

hal-01224310 , version 1 (04-11-2015)

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Mylène Roudier, Adrien Quintard, Jean Rodriguez. Enantioselective Synthesis of Medium-Sized-Ring Lactones by Organocatalytic Michael Addition Followed by Reductively Initiated Fragmentation. Chemistry - A European Journal, 2015, pp.5709. ⟨10.1002/ejoc.201500894⟩. ⟨hal-01224310⟩
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