Selective reaction of camphor-derived exo-formyl [2.2.1]bicyclic carbinol with alkyl primary amines: Application to the preparation of new chiral catalysts for asymmetric reduction of aryl ketones

  • Yang T
  • Shen C
  • Hsu C
 et al. 
  • 4

    Readers

    Mendeley users who have this article in their library.
  • 9

    Citations

    Citations of this article.

Abstract

Reaction of camphor-derived exo-formyl [2.2.1]bicyclic carbinol with various alkyl primary amines gave regio- and stereo-specific [3.2.1]bicyclic α-amino ketones. A detailed mechanism of the reaction was discussed. This reaction was further applied to the preparation of some camphor-derived oxazaborolidines, one of which proved to be an efficient chiral catalyst for the asymmetric borane reduction of prochiral aryl ketones at room temperature. © 2010 Elsevier Ltd. All rights reserved.

Author-supplied keywords

  • Asymmetric reduction of ketone
  • Bicyclic amino ketone
  • Chiral catalyst
  • Ring expansion

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Authors

  • Te Fang Yang

  • Chien Hung Shen

  • Chi Tung Hsu

  • Li Hsun Chen

  • Chih Hsiang Chuang

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free