Catalytic enantioselective Michael addition of deconjugated butyrolactams to maleimides
نویسندگان
چکیده
منابع مشابه
Catalytic 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 کاملOrganocatalytic enantioselective conjugate addition of aldehydes to maleimides.
The highly enantioselective direct organocatalytic conjugate addition of aldehydes to maleimides is presented.
متن کاملEnantioselective 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 کاملCatalytic enantioselective addition to imines.
Chiral nitrogen-containing compounds are widely distributed in nature and include many biologically important molecules (Chart 1). In these compounds, the nitrogen-containing units are known to play important roles for their bioactivities. For the synthesis of these chiral nitrogen-containing building blocks, use of imines as electrophiles is the most promising and convenient route.1 While many...
متن کاملRegioselective α-Addition of Deconjugated Butenolides: Enantioselective Synthesis of Dihydrocoumarins.
The enantioselective α-addition of deconjugated butenolides has rarely been exploited, in contrast to the well-studied γ-addition of deconjugated butenolides. In this study, an unprecedented asymmetric α-addition/transesterification of deconjugated butenolides with ortho-quinone methides generated in situ afforded a series of functionalized 3,4-dihydrocoumarins containing two contiguous stereog...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2019
ISSN: 0040-4020
DOI: 10.1016/j.tet.2019.04.049