Bulletin of the Chemical Society of Japan

A New and Convenient Method for the Synthesis of Dehydroamino Acids Starting from Ethyl N-Boc-and NZ-. ALPHA.-Tosylglycinates and Various Nitro Compounds.

T Nagano, H Kinoshita

Index: Nagano, Tanemasa; Kinoshita, Hideki Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 7 p. 1605 - 1613

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Citation Number: 20

Abstract

Ethyl N-Boc-and NZ-α-tosylglycinates, which were readily available from t-butyl or benzyl carbamate, ethyl glyoxylate, and sodium p-toluenesulfinate in formic acid, were reacted with a variety of nitro compounds in the presence of a base to afford the corresponding α, β- didehydroamino acid derivatives in good yields. Eventually, it was found that the (Z)-isomer was predominantly formed in the present method.