Catalytic enantioselective intermolecular hydroacylation: rhodium-catalyzed combination of beta-S-aldehydes and 1,3-disubstituted allenes

James D Osborne; Helen E Randell-Sly; Gordon S Currie; Andrew R Cowley; Michael C Willis

doi:10.1021/ja8069133

Catalytic enantioselective intermolecular hydroacylation: rhodium-catalyzed combination of beta-S-aldehydes and 1,3-disubstituted allenes

J Am Chem Soc. 2008 Dec 24;130(51):17232-3. doi: 10.1021/ja8069133.

Authors

James D Osborne¹, Helen E Randell-Sly, Gordon S Currie, Andrew R Cowley, Michael C Willis

Affiliation

¹ Department of Chemistry, University of Oxford, Chemical Research Laboratory, Mansfield Road, Oxford, UK.

PMID: 19053453
DOI: 10.1021/ja8069133

Abstract

A rhodium(I) catalyst incorporating the Me-DuPhos ligand promotes enantioselective intermolecular hydroacylation between beta-S-aldehydes and 1,3-disubstituted allenes. The nonconjugated enone products are obtained in good yields and with high enantioselectivities.

Publication types

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

MeSH terms

Aldehydes / chemistry*
Alkenes / chemistry*
Carbon / chemistry
Catalysis
Chemistry / methods*
Ligands
Metals / chemistry
Models, Chemical
Molecular Structure
Rhodium / chemistry*
Stereoisomerism
Temperature

Substances

Aldehydes
Alkenes
Ligands
Metals
Carbon
Rhodium