期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 32, 页码 12394-12397出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja2046217
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资金
- Major State Basic Research Development Program [2010CB833302]
- National Natural Science Foundation of China [21002112]
- State Key Laboratory of Bio-organic and Natural Products Chemistry (Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences)
A highly enantioselective rhodium-catalyzed arylation of aliphatic N-tosylaldimines has been developed. The combination of chiral bicyclo[3.3.0]octadiene ligands, an active rhodium hydroxide complex, and neutral reaction conditions is the key to achieving high yield and enantioselectivity. The application of this method is demonstrated by the enantioselective synthesis of chiral 2-aryl pyrrolidines and piperidines in a one-pot procedure. Furthermore, excellent results are also obtained for the imine substrates with the more readily cleavable N-nosyl protecting group.
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