Stereoselective synthesis of cyclohexanones via phase transfer catalyzed double addition of nucleophiles to divinyl ketones

Andrew C Silvanus; Benjamin J Groombridge; Benjamin I Andrews; Gabriele Kociok-Köhn; David R Carbery

doi:10.1021/jo101713d

Stereoselective synthesis of cyclohexanones via phase transfer catalyzed double addition of nucleophiles to divinyl ketones

J Org Chem. 2010 Nov 5;75(21):7491-3. doi: 10.1021/jo101713d.

Authors

Andrew C Silvanus¹, Benjamin J Groombridge, Benjamin I Andrews, Gabriele Kociok-Köhn, David R Carbery

Affiliation

¹ Department of Chemistry, University of Bath, Bath BA2 7AY, UK.

PMID: 20942493
DOI: 10.1021/jo101713d

Abstract

Functionalized cyclohexanones are formed in excellent yield and diastereoselectivity from a phase transfer catalyzed double addition of active methylene pronucleophiles to nonsymmetrical divinyl ketones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Cyclohexanones / chemical synthesis*
Cyclohexanones / chemistry*
Ketones / chemistry*
Stereoisomerism
Substrate Specificity

Substances

Cyclohexanones
Ketones
cyclohexanone