Issue 32, 2012

Modular synthesis of optically active lactones by Ru-catalyzed asymmetric allylic carboxylation and ring-closing metathesis reaction

Abstract

A new synthetic route to optically active unsaturated γ- and δ-lactones has been demonstrated via asymmetric allylic carboxylation with a planar-chiral Cp′Ru catalyst and ring-closing metathesis reaction with a Grubbs II catalyst, and successfully applied to the enantioselective synthesis of (R)-(−)-massoialactone.

Graphical abstract: Modular synthesis of optically active lactones by Ru-catalyzed asymmetric allylic carboxylation and ring-closing metathesis reaction

  • This article is part of the themed collection: Chirality

Supplementary files

Article information

Article type
Communication
Submitted
29 Dec 2011
Accepted
27 Feb 2012
First published
14 Mar 2012

Chem. Commun., 2012,48, 3872-3874

Modular synthesis of optically active lactones by Ru-catalyzed asymmetric allylic carboxylation and ring-closing metathesis reaction

K. Takii, N. Kanbayashi and K. Onitsuka, Chem. Commun., 2012, 48, 3872 DOI: 10.1039/C2CC18137A

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