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Tetrahedron

Catalytic asymmetric reductive amination of ketones via highly enantioselective hydrogenation of the C N double bond

MJ Burk, JP Martinez, JE Feaster, N Cosford

文献索引:Burk, Mark J.; Martinez, Jose P.; Feaster, John E.; Cosford, Nick Tetrahedron, 1994 , vol. 50, # 15 p. 4399 - 4428

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被引用次数: 156

摘要

We describe a convenient, chemoselective asymmetric reductive amination procedure for the conversion of ketones to chiral hydrazines and amines. The key step in the three-step process is enantioselective DuPHOS-Rh-catalyzed hydrogenation of the C N double bond of N-acylhydrazones. Detailed optimization studies revealed the effect of solvent, temperature, and the N-acyl group on the enantioselectivity and catalytic efficiency of the ...