期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 20, 页码 6079-6083出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201601550
关键词
acyclic diaminocarbene; enantioselective synthesis; gold catalysis; hydroamination; hydroazidation
资金
- NIHGMS [RO1 GM073932]
- Novartis
- Huaihai Institute of Technology
- Jiangsu Provincial Department of Education
- NSF (GRFP) [DGE1106400]
- UC Berkeley
- College of Chemistry CheXray (NIH Shared Instrumentation Grant) [S10-RR027172]
The gold-catalyzed enantioselective hydroazidation and hydroamination reactions of allenes are presented herein. ADC gold(I) catalysts derived from BINAM were critical for achieving high levels of enantioselectivity in both transformations. The sense of enantioinduction is reversed for the two different nucleophiles, allowing access to both enantiomers of the corresponding allylic amines using the same catalyst enantiomer.
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