N-Substituent effects of camphor-derived β-amino alcohols on the stereoselectivity of the oxazaborolidine-catalyzed borane reduction of acetophenone

Kuangsen Sung, Gin Ian Cheng, Yi Hui Chen

Research output: Contribution to journalArticlepeer-review

Abstract

Structure-stereoselectivity relationship in modifying chiral ligands usually sheds light on the ligand structure with better stereoselectivity. The camphor-derived β-amino alcohol 5a with a primary amino group [R = H (84% ee)] carries out better ee in the oxazaborolidine-catalyzed borane reduction of acetophenone than the ones 5b∼e with secondary amino groups [R = n-Bu (11% ee), i-Bu (19% ee), i-Pr (13% ee), benzyl (9% ee)].

Original languageEnglish
Pages (from-to)132-136
Number of pages5
JournalArkivoc
Volume2007
Issue number16
DOIs
Publication statusPublished - 2007 Dec 7

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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