Enantioselective desymmetrizing palladium catalyzed carbonylation reactions: the catalytic asymmetric synthesis of quaternary carbon center containing 1,3-dienes

Simon J Byrne; Anthony J Fletcher; Paul Hebeisen; Michael C Willis

doi:10.1039/b923186b

Enantioselective desymmetrizing palladium catalyzed carbonylation reactions: the catalytic asymmetric synthesis of quaternary carbon center containing 1,3-dienes

Org Biomol Chem. 2010 Feb 21;8(4):758-60. doi: 10.1039/b923186b. Epub 2009 Dec 21.

Authors

Simon J Byrne¹, Anthony J Fletcher, Paul Hebeisen, Michael C Willis

Affiliation

¹ Department of Chemistry, University of Bath, Bath, UKBA2 7AY.

PMID: 20135030
DOI: 10.1039/b923186b

Abstract

A desymmetrization protocol has been used to develop a palladium catalyzed enantioselective carbonylation process. Achiral cyclic bis-alkenyltriflates are converted to their corresponding monoester derivatives with selectivities of up to 96% ee.

Publication types

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

MeSH terms

Allyl Compounds / chemical synthesis*
Carbon / chemistry
Catalysis
Models, Chemical
Palladium / chemistry*
Polyenes / chemical synthesis*
Stereoisomerism

Substances

Allyl Compounds
Polyenes
Palladium
Carbon