Asymmetric Access to the Smallest Enolate Intermediate via Organocatalytic Activation of Acetic Ester

Asymmetric Access to the Smallest Enolate Intermediate via Organocatalytic Activation of Acetic Ester
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DOI:
10.1021/ol402877n
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发表时间:
2013-11-15
期刊:
影响因子:
5.2
通讯作者:
Chi, Yonggui Robin
Chi, Yonggui Robin
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Shaojin;Hao, Lin;Chi, Yonggui Robin

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本发明公开了一种NHC催化的乙酸酯活化以提供烯醇中间体。催化生成的三氮唑烯醇酸中间体作为双碳亲核剂与烯酮和α,β-不饱和亚胺进行高度的对映选择性反应,分别得到α-未取代的三角洲-内酯和内酰胺类化合物。
An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and alpha,beta-unsaturated imines to give a-unsubstituted delta-lactones and lactams, respectively.