PTC and organic bases LiCl assisted alkylation of imidazolidinone-glycine iminic derivatives for the asymmetric synthesis of α-amino acids

被引：30

作者：

Guillena, G ^{[1
]}

Nájera, C ^{[1
]}

机构：

[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 22期

关键词：

D O I：

10.1016/S0957-4166(98)00402-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Iminic derivatives of (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one and glycine 4 have been highly diastereoselectively alkylated with activated alkyl halides or electrophilic olefins either under PTC conditions or in the presence of the strong organic bases DBU or BEMP at -20 degrees C in the presence of LiCl. Hydrolysis of the alkylated imino imides gave (S)-alpha-amino acids with recovery of the imidazolidinone chiral auxiliary. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3935 / 3938

页数：4

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