منابع مشابه
Enantioselective Michael Addition of Water
The enantioselective Michael addition using water as both nucleophile and solvent has to date proved beyond the ability of synthetic chemists. Herein, the direct, enantioselective Michael addition of water in water to prepare important β-hydroxy carbonyl compounds using whole cells of Rhodococcus strains is described. Good yields and excellent enantioselectivities were achieved with this method...
متن کاملEnantioselective nitro-Michael reactions catalyzed by short peptides on water.
Simple unmodified N-proline-based di- and tripeptides in combination with sodium hydroxide additive catalyze the asymmetric Michael reaction of ketones with nitroolefins to furnish the corresponding gamma-nitroketones with up to 99% yield, 99:1 dr and 70% ee at room temperature and on water without any organic cosolvent.
متن کاملCatalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins.
A direct vinylogous Michael reaction of γ-substituted deconjugated butenolides with nitroolefins has been developed with the help of a newly identified quinine-derived bifunctional catalyst, allowing the synthesis of densely functionalized products with contiguous quaternary and tertiary stereocenters in excellent yield with perfect diastereoselectivity (>20:1 dr) and high enantioselectivity (u...
متن کاملSquaramide-Catalyzed Enantioselective Michael Addition of Masked Acyl Cyanides to Substituted Enones
Masked acyl cyanide (MAC) reagents are shown to be effective umpolung synthons for enantioselective Michael addition to substituted enones. The reactions are catalyzed by chiral squaramides and afford adducts in high yields (90-99%) and with excellent enantioselectivities (85-98%). The addition products are unmasked to produce dicyanohydrins that, upon treatment with a variety of nucleophiles, ...
متن کاملEnantioselective aza-Michael reaction of hydrazide to chalcones through the nonactivated amine moiety conjugated addition.
The catalytic asymmetric aza-Michael reaction of benzoyl hydrazine toward chalcones through the nonactivated amine moiety conjugated addition was facilitated by the developed N,N'-dioxide-Sc(OTf)(3) complex under mild conditions, affording the pharmacologically and synthetically useful products in moderate to high yields with up to 97% ee.
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ژورنال
عنوان ژورنال: Chemistry - A European Journal
سال: 2014
ISSN: 0947-6539
DOI: 10.1002/chem.201405579