Computational educidation of the catalytic mechanism for ketone reduction by an oxazaborolidine-borane adduct

Lynda P. Linney, Christopher R. Self, Ian H. Williams

Research output: Contribution to journalArticle

Abstract

The reaction pathway around the complete catalytic cycle for THF-borane reduction of propanone catalysed by the oxazaborolidine form (S)-proline has been determined by AM1 semiepirical MO calculations, including characterisation of all transition structures; the transition structure for ketone coordination is almost as high in energy as that for the rate-limiting hydride-transfer step, and the calculated kinetic isotope effect for reduction by THF-[ 2H3]borane is in accord with experiment.

Original languageEnglish
Pages (from-to)1651-1652
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Volume1994
Issue number14
DOIs
Publication statusPublished - 1 Dec 1994

ASJC Scopus subject areas

  • Molecular Medicine

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