Diastereoselective intermolecular addition of the 1,3-dioxolanyl radical to N-acyl aldohydrazones.: Asymmetric synthesis of α-amino acid derivatives

被引：68

作者：

Fernández, M

Alonso, R ^{[1
]}

机构：

[1] Univ Santiago de Compostela, CSIC, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] Univ Santiago de Compostela, CSIC, Unidad Asociada, Santiago De Compostela 15782, Spain

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 14期

关键词：

D O I：

10.1021/ol034696n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic N-Acyl aldohydrazones I (R = CO2Et, alkyl, aryl, and furyl) efficiently trap the 1,3-dioxolanyl radical intermolecularly without external activation at temperatures as low as -78 degreesC. For alkyl aldohydrazones, good diastereoselectivities are obtained in the presence of InCl3 at low temperature. Elaboration of the adducts (II) allows for the asymmetric synthesis of alpha-amino acid derivatives.

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页码：2461 / 2464

页数：4

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