A convenient synthesis of N-boc-protected α-aminonitriles from α-amidosulfones

被引：25

作者：

Banphavichit, V ^{[1
]}

Chaleawlertumpon, S ^{[1
]}

Bhanthumnavin, W ^{[1
]}

Vilaivan, T ^{[1
]}

机构：

[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Organ Synth Res Unit, Bangkok 10330, Thailand

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 17期

关键词：

amino acids; imines; nucleophilic additions; phasetransfer; catalysis; strecker;

D O I：

10.1081/SCC-200028592

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of N-Boc-protected alpha-aminonitriles starting from N-Boc-protected alpha-aminosulfones is described. Treatment of the sulfone with two equivalents of potassium cyanide in 2-propanol or dichloromethane-H2O under phase transfer condition affords crystalline N-Boc-protected alpha-aminonitriles in good yield. Hydrolysis of the aminonitriles provides a convenient access to racemic a-amino acids.

引用

页码：3147 / 3160

页数：14

共 36 条

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