5(N-methylbenzoylamino)-2,2,6,6-tetramethylheptan-3-ol as a new class of recoverable chiral auxiliary

Yoshinori Yamamoto, Hirofumi Kin, Ichiro Suzuki, Naoki Asao

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Reduction of α-ketoesters bearing 5(N-methylbenzoylamino)-2,2,6,6-tetramethylheptan-3-ol as a chiral auxillary proceeds with high diastereoselectivity by using DIBAL as a reducing agent. The chiral auxiliary is recovered upon treatment with base, and α-hydroxy carboxylic acids are obtained in good al yields with high enantioselectivity.

Original languageEnglish
Pages (from-to)1863-1866
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number11
DOIs
Publication statusPublished - 1996 Mar 11
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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