通过铑催化的不对称芳基化反应构建手性三环吲哚。
Construction of Chiral Tricyclic Indoles through a Rhodium-Catalyzed Asymmetric Arylation Protocol.
机构信息
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.
University of Chinese Academy of Sciences , Beijing 100049, China.
出版信息
Org Lett. 2017 Jan 20;19(2):384-387. doi: 10.1021/acs.orglett.6b03585. Epub 2017 Jan 6.
A rhodium/diene complex catalyzed asymmetric 1,4-addition of arylboronic acids to indole-derived α,β-unsaturated esters to access highly enantioenriched 3-(1H-indol-2-yl)-3-arylpropanoates has been developed. By taking advantage of the nucleophilic character of indole at C3 and N1 positions, construction of a series of valuable chiral tricyclic indole frameworks such as 2,3-dihydro-1H-pyrrolo[1,2-a]indoles and cyclopenta[b]indoles can be efficiently achieved.
一种铑/二烯配合物催化的芳基硼酸对吲哚衍生的α,β-不饱和酯的不对称 1,4-加成反应已经被开发出来，用于获得高对映选择性的 3-(1H-吲哚-2-基)-3-芳基丙酸盐。通过利用吲哚在 C3 和 N1 位的亲核性，能够有效地构建一系列有价值的手性三环吲哚骨架，如 2,3-二氢-1H-吡咯并[1,2-a]吲哚和环戊[b]吲哚。
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