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Most Requested Journal Articles 2Q06-Chemistry and Related

Following is one of the journal articles most requested by researchers using CAS electronic products.

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CAS indexed 71 chemical substances from this document. CAS subject entries for this document include: Amines, preparation; Asymmetric synthesis and induction; Phosphates, preparation; and 4 additional concepts.

CAPLUS COPYRIGHT 2006 ACS on STN

TITLE:	Enantioselective Organocatalytic Reductive Amination
AUTHOR(S):	Storer, R. Ian; Carrera, Diane E.; Ni, Yike; MacMillan, David W. C.
CORPORATE SOURCE:	Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, 91125, USA
SOURCE:	Journal of the American Chemical Society (2006), 128(1), 84-86 CODEN: JACSAT; ISSN: 0002-7863
PUBLISHER:	American Chemical Society
LANGUAGE:	English

ABSTRACT:
The first enantioselective organocatalytic reductive amination reaction has been accomplished. The development of a new chiral phosphoric acid catalyst has provided a convenient strategy for the enantioselective construction of protected primary amines and provided a highly stereoselective method for the reductive amination of heterocyclic amines. A diverse spectrum of ketone and amine substrates can be accommodated in high yield and excellent enantioselectivity. This new protocol realizes a key benefit of reductive amination vs. imine redn., in that ketimines derived from dialkyl ketones are unstable to isolation, a fundamental limitation that is comprehensively bypassed using this direct organocatalytic reductive amination.