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

Tetrahedron LettersPublished 2 December 2006
Ilya D. Gridnev, Mitsuhiro Kouchi, Keiichi Sorimachi, Masahiro Terada
Citations78
SJR quartileQ3
SJR score0.33
SNIP0.43

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.

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology