Highly Enantioselective Chiral Diol-Catalyzed Conjugate Addition of Boronic Acids to α,ß-Unsaturated Trifluoromethyl Ketones.
J Org Chem
; 88(24): 17461-17471, 2023 Dec 15.
Article
em En
| MEDLINE
| ID: mdl-38006355
ABSTRACT
The (R)-3,3'-(3,5-(CF3)2-C6H3)2-BINOL-catalyzed enantioselective conjugate addition of organic boronic acids to α,ß-unsaturated 1,1,1-trifluoromethyl ketones affords corresponding addition products bearing a stereogenic center at the ß-position in moderate to high yields and excellent enantioselectivities (up to 99% ee), without any 1,2-addition product formation. Moreover, this catalytic protocol features mild reaction conditions, a broad substrate scope, suitability for alkenylboronic acids and (hetero)arylboronic acids, and easy scale-up.
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01-internacional
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MEDLINE
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En
Ano de publicação:
2023
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Article