Alternative synthetic route to chiral N-substituted camphor-derived β-amino alcohols

Gin I. Cheng, Chun T. Shei, Kuang-Sen Sung

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

An alternative route from (1R)-(+)-camphor to chiral N-substituted camphor-derived β-amino alcohol (4b-e) consists of four steps with a total yield of 28%. N-Alkylation of camphor-derived β-amino alcohol (4a) involves condensation and hydride reduction in one pot without isolation of intermediates. Condensation of 4a with aldehydes or ketones generates a mixture of 1,3-oxazolidines (6) and imino-alcohols (7), which are reduced to 4b-e by NaBH4.

Original languageEnglish
Pages (from-to)235-238
Number of pages4
JournalChirality
Volume19
Issue number3
DOIs
Publication statusPublished - 2007 Mar 1

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

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