Journal
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES
Volume 30, Issue 2, Pages 235-241Publisher
HIGHER EDUCATION PRESS
DOI: 10.1007/s40242-014-3396-4
Keywords
Amino alcohol; Asymmetric catalysis; Hydrosilylation
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Funding
- National Natural Science Foundation of China [20972155]
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A chiral Lewis base organocatalyzed enantioselective hydrosilylation of alpha-keto ketimines was investigated. The reactions afforded various enantioenriched alpha-amino ketones with good yields(up to 95%) in moderate to good enantioselectivities(up to 98% e. e.). Furthermore, one of the products was reduced to a chiral 1,2-amino alcohol. Following cyclization of it with triphosgene generated a cannabinoid receptor 1(CB1) inhibitor with good diastereoselectivity.
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