Highly enantioselective intramolecular copper catalyzed C-H insertion reactions of alpha-diazosulfones

Christopher J Flynn; Curtis J Elcoate; Simon E Lawrence; Anita R Maguire

doi:10.1021/ja909713a

Highly enantioselective intramolecular copper catalyzed C-H insertion reactions of alpha-diazosulfones

J Am Chem Soc. 2010 Feb 3;132(4):1184-5. doi: 10.1021/ja909713a.

Authors

Christopher J Flynn¹, Curtis J Elcoate, Simon E Lawrence, Anita R Maguire

Affiliation

¹ Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.

PMID: 20050655
DOI: 10.1021/ja909713a

Abstract

Excellent enantiocontrol (up to 98% ee) is achieved in copper catalyzed C-H insertions of alpha-diazosulfones to form thiopyrans, with up to 60% ee in C-H insertions leading to sulfolanes.

Publication types

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

MeSH terms

Catalysis
Copper / chemistry*
Diazonium Compounds / chemistry*
Stereoisomerism
Sulfones / chemistry*

Substances

Diazonium Compounds
Sulfones
Copper