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

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 alpha,beta-unsaturated aldehydes with a subsequent reductively initiated Claisen fragmentation, which allows access to 10- and 11-membered-ring lactones with 91 to >99 % ee.

Références

Titre
Enantioselective Synthesis of Medium-Sized-Ring Lactones by Organocatalytic Michael Addition Followed by Reductively Initiated Fragmentation
Type de publication
Article de revue
Année de publication
2015
Revue
European Journal of Organic Chemistry
Volume
2015
Ticket
26
Pagination
5709–5711
Soumis le 7 septembre 2022