Michael addition of nitroalkanes catalysed by highly nucleophilic triarylphosphine, [2, 4, 6-(CH3O)3C6H2]3P.
نویسندگان
چکیده
منابع مشابه
Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates.
A useful Michael addition reaction using nitroalkanes as the nucleophile and 4-oxo-enoates as the Michael acceptor has been disclosed, and the reaction allows expedient access to functionalized chiral gamma-keto esters in high yields and excellent enantioselectivities (up to 98% ee), with a low catalyst loading.
متن کاملAsymmetric Michael addition reactions of nitroalkanes to 2-furanones catalyzed by bifunctional thiourea catalysts.
The first bifunctional thiourea catalyzed asymmetric Michael addition reactions of nitroalkanes to 2-furanones are described. The highly functionalized γ-lactones with two or three consecutive stereogenic carbons were obtained in high yields (up to 99%), high diastereoselectivities (up to >20 : 1 dr) and enantioselectivities (up to >99% ee).
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4-Hydroxyquinazoline undergoes neutral conditions with alkyl propiolates in the presence of triphenylphosphine (0.26g), and by α substituation the corresponding 2-(4-oxoquinazolin-3(4H)-yl acrylate was obtained in good yields.
متن کاملChiral squaramide-catalyzed highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes.
An efficient highly diastereo- and enantioselective direct Michael addition of nitroalkanes to nitroalkenes catalyzed by chiral squaramide catalyst has been developed. This organocatalytic reaction with a low catalyst loading (2 mol%) proceeded well to afford synthetically useful 1,3-dinitro compounds in high yields with high diastereoselectivities (up to 95 : 5 dr) and excellent enantioselecti...
متن کاملEnantioselective organocatalytic direct Michael addition of nitroalkanes to nitroalkenes promoted by a unique bifunctional DMAP-thiourea.
A new catalyst is designed, synthesized, and evaluated for the asymmetric Michael addition of nitroalkanes to nitroalkenes. The obdurate nature of this reaction has made this a formidable challenge to subdue by asymmetric catalysis. The catalyst design includes a thiourea function to activate the nitroalkene by a double H-bond and a 4-dimethylaminopyridine unit to deprotonate the nitroalkane an...
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ژورنال
عنوان ژورنال: NIPPON KAGAKU KAISHI
سال: 1987
ISSN: 2185-0925,0369-4577
DOI: 10.1246/nikkashi.1987.1284