Catalytic hydroacylation as an approach to homoaldol products

Stephen K Murphy; David A Petrone; Matthew M Coulter; Vy M Dong

doi:10.1021/ol202663p

Catalytic hydroacylation as an approach to homoaldol products

Org Lett. 2011 Dec 2;13(23):6216-9. doi: 10.1021/ol202663p. Epub 2011 Nov 7.

Authors

Stephen K Murphy¹, David A Petrone, Matthew M Coulter, Vy M Dong

Affiliation

¹ Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.

PMID: 22060018
DOI: 10.1021/ol202663p

Abstract

A method has been developed for the intermolecular hydroacylation of homoallyl alcohols with salicylaldehydes to furnish homoaldol products in 50-98% yields. The method also applies to the hydroacylation of 2-hydroxystyrenes. This work highlights the use of hydroacylation as a unified approach to both aldol and homoaldol products.

Publication types

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

MeSH terms

Alcohols / chemical synthesis
Alcohols / chemistry*
Aldehydes / chemical synthesis*
Aldehydes / chemistry
Catalysis
Combinatorial Chemistry Techniques
Styrenes / chemistry

Substances

Alcohols
Aldehydes
Styrenes
salicylaldehyde
3-hydroxybutanal