6533b835fe1ef96bd129eb06

RESEARCH PRODUCT

Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones

Kari RissanenCarolina Von EssenEhsan JafariPankaj ChauhanDipti S. KunduDieter EndersV. P. Reddy Gajulapalli

subject

trifluoromethyl ketoneReaction conditionsNitroaldol reactionTrifluoromethyl010405 organic chemistryasymmetric synthesisisoxazoleOrganic ChemistryEnantioselective synthesisSquaramide010402 general chemistry01 natural sciencesCatalysis0104 chemical scienceschemistry.chemical_compoundchemistrysquaramide organocatalystvinylogous Henry reactionOrganic chemistryIsoxazoleBifunctionalTertiary alcohols

description

The enantioselective vinylogous Henry reaction of 3,5-dimethyl-4-nitroisoxazole with trifluoromethyl ketones employing a bifunctional squaramide organocatalyst has been developed. A series of isoxazole bearing trifluoromethyl-substituted tertiary alcohols, 2-substituted (R)-1,1,1-trifluoro-3-(3-methyl-4-nitroisoxazol-5-yl)propan-2-ols, were obtained under these mild reaction conditions in good yields and moderate to good enantioselectivities

https://doi.org/10.1055/s-0036-1590928