Kinetic resolution of sec-alcohols using a new class of readily assembled (S)-proline-derived 4-(pyrrolidino)-pyridine analogues

Ciarán O Dálaigh; Stephen J Hynes; Declan J Maher; Stephen J Connon

doi:10.1039/b419335k

Kinetic resolution of sec-alcohols using a new class of readily assembled (S)-proline-derived 4-(pyrrolidino)-pyridine analogues

Org Biomol Chem. 2005 Mar 21;3(6):981-4. doi: 10.1039/b419335k. Epub 2005 Feb 10.

Authors

Ciarán O Dálaigh¹, Stephen J Hynes, Declan J Maher, Stephen J Connon

Affiliation

¹ Department of Chemistry, University of Dublin, Trinity College, Dublin 2, Ireland.

PMID: 15750639
DOI: 10.1039/b419335k

Abstract

We report the development of a new class of readily prepared chiral 4-(pyrrolidino)-pyridine catalysts capable of exploiting both van der Waals (pi) and H-bonding interactions, thus allowing remote chiral information to stereochemically control the kinetic resolution of sec-alcohols.

Publication types

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

MeSH terms

Alcohols / chemistry
Catalysis
Hydrogen Bonding
Kinetics
Molecular Structure
Oxidation-Reduction
Proline / chemistry*
Pyridines / chemical synthesis*
Pyridines / chemistry*
Pyrrolidines / chemistry*

Substances

Alcohols
Pyridines
Pyrrolidines
Proline
pyridine