e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
. ALPHA.,. BETA.-Unsaturated carboxylic acid derivatives. XVII. The facile synthesis of ethyl. ALPHA.-azido-. ALPHA.-alkenoates and reduction to ethyl. ALPHA.-amino …
C Shin, Y Yonezawa, K Unoki…
Index: Shin,C. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 1657 - 1660
Several pathways leading to ethyl α-azido-α-alkenoates (8) by the β-elimination to ethyl α- azido-β-substituted (hydroxy-, acetoxy-, or mesyloxy)-alkanoates with NaN 3 or Et 3 N have been examined. The optimized procedure, in combination with subsequent reduction provides a general synthetic route to α-amino-α-alkenoic acid esters (9). The configuration of 8 and 9 have been shown to be of (Z)-geometry.
