Enantioselective Vinylogous Michael/Cyclization Cascade Reaction of Acyclic β,γ‐Unsaturated Amides with Isatylidene Malononitriles: Asymmetric Construction of Spirocyclic Oxindoles | Zendy

Li TianZe | Zendy; Xie Jin | Zendy; Jiang Yu | Zendy; Sha Feng | Zendy; Wu XinYan | Zendy

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Enantioselective Vinylogous Michael/Cyclization Cascade Reaction of Acyclic β,γ‐Unsaturated Amides with Isatylidene Malononitriles: Asymmetric Construction of Spirocyclic Oxindoles

Author(s) -

Li TianZe,

Xie Jin,

Jiang Yu,

Sha Feng,

Wu XinYan

Publication year - 2015

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201500469

Subject(s) - chemistry , enantioselective synthesis , michael reaction , cascade , cascade reaction , optically active , pyrimidine , organic chemistry , stereochemistry , combinatorial chemistry , catalysis , chromatography

The first direct and enantioselective vinylogous Michael/cyclization cascade reaction between acyclic β,γ‐unsaturated amides and isatylidene malononitriles has been developed. Optically active spirocyclic oxindoles have been obtained in good‐to‐excellent yields (84–96%) and enantioselectivity (79–97% ee ) in the presence of 2 mol% (DHQD) 2 PYR [2,5‐diphenyl‐4,6‐bis(9‐ O ‐dihydroquinyl)pyrimidine].

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