ASYMMETRIC α-ALKYLAT1ON OF CYCLOHEXANONE BY MEDIATION OF A CHIRAL LIGAND AND THE LEAVING-GROUP EFFECT OF ELECTROPHILES ON ENANTIOSELECTIVITY

Kiyoshi Tomioka, Mitsuru Shindo, Kenji Koga

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

By the mediation of a chiral amino ether (4), the asymmetric a-benzylation of cyclohexanone (1) was effected via an achiral lithioenamine (6) to give a-benzylcyclohexanone (3) in up to 52% ee. A dramatic leaving-group effect of electrophiles on enantioselectivity was also observed.

Original languageEnglish
Pages (from-to)1120-1122
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume37
Issue number4
DOIs
Publication statusPublished - 1989
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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