Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 24, Pages 7556-7559Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b03277
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- Institute of Materials Research and Engineering (IMRE)
- National University of Singapore
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The reaction of racemic diarylmethylamines, ((ArArCHNR2)-Ar-1-C-1), where Ar-1 is substituted with a 2-hydroxy group, with arylboroxines ((ArBO)-B-3)(3) in the presence of a chiral diene-rhodium catalyst gave high yields of chiral triarylmethanes ((ArArCH)-Ar-1-C-2*Ar-3) with high enantioselectivity (up to 97% ee). The reaction is assumed to proceed through o-quinone methide intermediates which undergo Rh-catalyzed asymmetric 1,4-addition of the arylboron reagents.
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