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

On the mechanism of stereoselection in direct Mannich reaction catalyzed by BINOL-derived phosphoric acids
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DOI:
10.1016/j.tetlet.2006.11.017
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发表时间:
2007-01-15
影响因子:
1.8
通讯作者:
Terada, Masahiro
Terada, Masahiro
中科院分区:
化学4区
文献类型:
--
作者:
Gridnev, Ilya D.;Kouchi, Mitsuhiro;Terada, Masahiro

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通过计算和核磁共振表征了手性磷酸和Boc保护的亚胺之间的缔合作用;通过对立体区分中间体的分析,合理地解释了亚胺中大体积保护基团在直接Mannich反应中具有高对映选择性的主要作用。(C)2006爱思唯尔有限公司。保留所有权利。
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.