A low cost, efficient, metal-free highly stereoselective reduction of ketimines to chiral amines was developed. Different imines bearing a very cheap and removable chiral auxiliary were reduced simply by trichlorosilane in the presence of N,N-dimethyl-formamide, often in quantitative yield and complete control of the absolute stereochemistry, to afford highly enantiomerically enriched amines.
A convenient, highly stereoselective, metal-free synthesis of chiral amines / S. Guizzetti, M. Benaglia, C. Biaggi, G. Celentano. - In: SYNLETT. - ISSN 0936-5214. - 2010:1(2010), pp. 134-136. [10.1055/s-0029-1218541]
A convenient, highly stereoselective, metal-free synthesis of chiral amines
S. GuizzettiPrimo
;M. BenagliaSecondo
;C. BiaggiPenultimo
;G. CelentanoUltimo
2010
Abstract
A low cost, efficient, metal-free highly stereoselective reduction of ketimines to chiral amines was developed. Different imines bearing a very cheap and removable chiral auxiliary were reduced simply by trichlorosilane in the presence of N,N-dimethyl-formamide, often in quantitative yield and complete control of the absolute stereochemistry, to afford highly enantiomerically enriched amines.
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