Exo-10,10-diphenyl-2,10-camphanediol as a new chiral auxiliary in asymmetric reduction

C. J. Chen, Y. Y. Chu, Y. Y. Liao, Z. H. Tsai, C. C. Wang, K. Chen

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13 Citations (Scopus)

Abstract

Stereoselective reduction of α-keto ester derived from exo-10,10- diphenyl-2,10-camphanediol with various hydrides proceeded with high diastereoselectivities (≥ 96% de) to afford the corresponding α-hydroxy ester with excellent yields. Change of reducing reagents and molar ratio modifications leading to dramatic changes in diastereofacial selectivity were examined. The auxiliary can be recovered from the asymmetric reaction products without loss of chirality.

Original languageEnglish
Pages (from-to)1141-1144
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number6
DOIs
Publication statusPublished - 1999 Feb 5

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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