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Organocatalytic Asymmetric Domino Michael/Henry Reaction of Indolin-3-ones with o-Formyl-?-nitrostyrenes.

ABSTRACT: A highly diastereo- and enantioselective domino Michael/Henry reaction of 1-acetylindolin-3-ones with o-formyl-(E)-?-nitrostyrenes catalyzed by low loading of a quinine-derived amine-squaramide provides the corresponding indolin-3-one derivatives bearing four adjacent stereogenic centers in good to high yields and with excellent stereoselectivities.

SUBMITTER: Mahajan S

PROVIDER: S-EPMC4693955 | biostudies-literature | 2015 Apr

REPOSITORIES: biostudies-literature

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Organocatalytic Asymmetric Domino Michael/Henry Reaction of Indolin-3-ones with o-Formyl-β-nitrostyrenes.

Mahajan Suruchi S Chauhan Pankaj P Loh Charles C J CC Uzungelis Server S Raabe Gerhard G Enders Dieter D

Synthesis 20150401 7

A highly diastereo- and enantioselective domino Michael/Henry reaction of 1-acetylindolin-3-ones with o-formyl-(E)-β-nitrostyrenes catalyzed by low loading of a quinine-derived amine-squaramide provides the corresponding indolin-3-one derivatives bearing four adjacent stereogenic centers in good to high yields and with excellent stereoselectivities. ...[more]

PMID: 26722133

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