Catalysis of the Asymmetric Desymmetrization of Cyclic Anhydrides by Nucleophilic Ring-Opening with Alcohols.

Angew Chem Int Ed Engl

Department of Chemistry, University of Sheffield Brook Hill, Sheffield S3 7HF (UK) Fax: (+44) 114-273-8673.

Published: September 2001

The single symmetry-breaking transformation of a relatively simple meso compound can provide highly expedient access to a wide variety of usefully functionalized chiral building blocks. Recent advances in asymmetric desymmetrization, through the development of tertiary amines as nonenzymatic catalysts for the ring opening of meso cyclic anhydrides with alcohols [for example, see Eq. (1)], are discussed here.

Download full-text PDF

Source
http://dx.doi.org/10.1002/1521-3773(20010903)40:17<3131::AID-ANIE3131>3.0.CO;2-ZDOI Listing

Publication Analysis

Top Keywords

asymmetric desymmetrization
8
cyclic anhydrides
8
catalysis asymmetric
4
desymmetrization cyclic
4
anhydrides nucleophilic
4
nucleophilic ring-opening
4
ring-opening alcohols
4
alcohols single
4
single symmetry-breaking
4
symmetry-breaking transformation
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!