期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 10, 页码 3014-3020出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201811177
关键词
asymmetric catalysis; atropisomerism; chirality; enantioselectivity; organocatalysis
资金
- NSFC [21772069, 21831007]
- Natural Science Foundation of Jiangsu Province [BK20160003]
- Six Kinds of Talents Project of Jiangsu Province [SWYY-025]
The first catalytic asymmetric construction of 3,3 '-bisindole skeletons bearing both axial and central chirality has been established by organocatalytic asymmetric addition reactions of 2-substituted 3,3 '-bisindoles with 3-indolylmethanols (up to 98 % yield, all >95:5 d.r., >99 % ee). This reaction also represents the first highly enantioselective construction of axially chiral 3,3 '-bisindole skeletons, and utilizes the strategy of introducing a bulky group to the ortho-position of prochiral 3,3 '-bisindoles. This reaction not only provides a good example for simultaneously controlling axial and central chirality in one operation, but also serves as a new strategy for catalytic enantioselective construction of axially chiral 3,3 '-bisindole backbones from prochiral substrates.
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