On the mechanism of stereoselection in direct Mannich reaction catalyzed by BINOL-derived phosphoric acids

Ilya D. Gridnev, Mitsuhiro Kouchi, Keiichi Sorimachi, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

69 Citations (Scopus)

Abstract

Associates between the chiral phosphoric acids and Boc-protected imine were characterized computationally and by NMR; the primary importance of the bulky protecting group in imine for the high enantioselectivity in the direct Mannich reaction is rationalized via the analysis of the stereodiscriminating intermediates.

Original languageEnglish
Pages (from-to)497-500
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number3
DOIs
Publication statusPublished - 2007 Jan 15

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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