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

被引:74
作者
Gridnev, Ilya D. [1 ]
Kouchi, Mitsuhiro [1 ]
Sorimachi, Keiichi [1 ]
Terada, Masahiro [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1016/j.tetlet.2006.11.017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:497 / 500
页数:4
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