期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 32, 页码 11312-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja905059r
关键词
-
资金
- NIH [GM-55382, GM-084584]
Highly enantioselective, iridium-catalyzed monoallylations of ammonia are reported. These reactions occur with electron-neutral, -rich, and -poor cinnamyl carbonates, alkyl and trityloxy-substituted allylic carbonates, and dienyl. carbonates in moderate to good yields and excellent enantioselectivities. This process is enabled by the use of an iridium catalyst that does not require a Lewis acid for activation and that is stable toward a large excess of ammonia. This selective formation of primary allylic amines allows for one-pot syntheses of heterodiallylamines and allylic amides that are not otherwise accessible via iridium-catalyzed allylic amination without the use of blocking groups and protective group manipulations.
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