Enantioselective synthesis of (2S,3′R,7′Z)-N-(3′-hydroxy-7′-tetradecenoyl)-homoserine lactone
作者:Gullapalli Kumaraswamy、Neerasa Jayaprakash
DOI:10.1016/j.tetlet.2010.09.138
日期:2010.12
A concise enantioselective total synthesis of (2S,3′R,7′Z)-N-(3′-hydroxy-7′-tetradecenoyl)-homoserine lactone is described. Key feature of this protocol is a catalytic asymmetric hydrogenation and a prophenol–zinc-catalyzed diazo addition to imine reaction as genesis of chirality. Moreover, flexibility is built in the synthesis to generate enantioenriched analogs using catalytic amount of enantioenriched
(2的简明对映选择性全合成小号,3' - [R,7' ž - )ñ - (3'-羟基-7'- tetradecenoyl)高丝氨酸内酯进行说明。该方案的主要特点是催化不对称氢化和亚胺反应中前苯酚-锌催化的重氮加成反应是手性的成因。而且,在合成中建立了灵活性,以使用催化量的对映体富集的C 2对称配体来产生对映体富集的类似物。