Double diastereoselective acetate aldol reactions with chiral N-acetyl thiazolidinethione reagents.
Double diastereoselective acetate aldol reactions with chiral N-acetyl thiazolidinethione reagents.
复制标题
与手性 N-乙酰基噻唑烷硫酮试剂的双非对映选择性乙酸羟醛反应。
DOI：
10.1021/jo0605694
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发表时间：
2006
期刊：
影响因子：
--
通讯作者：
Sammakia,Tarek
中科院分区：
文献类型：
--
作者：
Zhang,Yingchao;Sammakia,Tarek
本文描述了以乙酰噻唑烷硫酮为基础的手性助剂1、2和手性醛的双非对映选择性醋酸醛反应。具有α-烷基立体中心的醛具有中等程度的双非对映选择，而具有α-或β-烷氧基取代的醛则几乎没有双非对映选择。在所有研究的情况下，反应的立体选择性是由试剂决定的，而不是由底物决定的。
Double diastereoselective acetate aldol reactions using theN-acetyl thiazolidinethione-based chiral auxiliaries1and2and chiral aldehydes are described. Aldehydes that bear α-alkyl stereocenters exhibit moderate levels of double diastereoselection, while those that bear α- or β-alkoxy substitution exhibit little to no double diastereoselection. In all cases studied, the stereoselectivity of the reaction is dictated by the reagent, not the substrate.