Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.
Org Lett. 2013 Oct 4;15(19):4956-9. doi: 10.1021/ol4021805. Epub 2013 Sep 26.
Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.
通过使用带有手性助剂的预形成烯醇盐,传统上可以实现烷基乙酸酯及其衍生物的不对称功能化。此类转化的催化版本具有吸引力,但具有挑战性。本文报道了通过 N-杂环卡宾有机催化剂直接催化活化简单的烷基乙酸酯,以生成手性烯醇中间物,用于高对映选择性反应。