Intramolecular H-Bonds in an Organocatalyst Enabled an Asymmetric Michael/Alkylation Cascade Reaction to Construct Spirooxindoles Incorporating a Densely Substituted Cyclopropane Motif.
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DOI: 10.1021/acs.orglett.2c03578
Abstract: A cascade Michael addition/alkylation reaction between 3-chlorooxindoles and α-cyano chalcones catalyzed using a multifunctional quinine-derived aminoindanol-thiourea substance was investigated. A series of spirooxindoles incorporating a densely substituted cyclopropane motif were efficiently obtained with moderate to… read more here.
Keywords: cyclopropane motif; densely substituted; spirooxindoles incorporating; incorporating densely ... See more keywords
Straightforward access to densely substituted chiral succinimides through enantioselective organocatalyzed Michael addition of α-alkyl-cyclic ketones to maleimides
Sign Up to like & getrecommendations! Published in 2020 at "Organic chemistry frontiers"
DOI: 10.1039/c9qo01463b
Abstract: A simple organocatalytic system provides efficient access to a series of densely substituted chiral succinimides bearing a quaternary–tertiary carbon stereocenter sequence in good yields, with high diastereo- and enantioselectivities through enantioselective conjugate addition of unreactive… read more here.
Keywords: alkyl cyclic; ketones maleimides; substituted chiral; densely substituted ... See more keywords
Preparation of Chiral Enantioenriched Densely Substituted Cyclopropyl Azoles, Amines, and Ethers via Formal SN2′ Substitution of Bromocylopropanes
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DOI: 10.3390/molecules27207069
Abstract: Enantiomerically enriched cyclopropyl ethers, amines, and cyclopropylazole derivatives possessing three stereogenic carbon atoms in a small cycle are obtained via the diastereoselective, formal nucleophilic substitution of chiral, non-racemic bromocyclopropanes. The key feature of this methodology… read more here.
Keywords: substitution; chiral enantioenriched; densely substituted; preparation chiral ... See more keywords