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Trialkyl Methanetricarboxylate as Dialkyl Malonate Surrogate in Copper-Catalyzed Enantioselective Propargylic Substitution
Organic Letters ( IF 4.9 ) Pub Date : 2015-09-18 00:00:00 , DOI: 10.1021/acs.orglett.5b02463
Guanxin Huang 1 , Cang Cheng 1 , Luo Ge 1 , Beibei Guo 1 , Long Zhao 1 , Xiaoyu Wu 1
Affiliation  

The first copper-catalyzed enantioselective propargylation of trialkyl methantricarboxylate with propargylic alcohol derivatives was developed. The tricarboxylate unit in the obtained adducts could be easily transformed into a malonate moiety by treating with in situ generated NaOEt in excellent yield without racemization.

中文翻译:

甲基三羧酸三烷基酯作为丙二酸丙二酸酯在铜催化的对映选择性炔丙基取代中的替代物

开发了用炔丙基醇衍生物的第一铜催化的三烷基三甲酸三烷基酯的对映选择性炔丙基化。通过用原位生成的NaOEt处理,可以很容易地将获得的加合物中的三羧酸酯单元轻松转化为丙二酸酯部分,而无需消旋。
更新日期:2015-09-18
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