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Simple organocatalyst component system for asymmetric hetero Diels-Alder reaction of isatins with enones.

ABSTRACT: A simple two catalyst component system consisting of primary β-amino alcohols as a catalyst and amino acids as a co-catalyst put together works as an efficient organocatalyst system in the hetero Diels-Alder reaction of isatins with enones to afford the chiral spirooxindole-tetrahydropyranones in good chemical yields and stereoselectivities (up to 86%, up to 85 : 15 dr., up to 95% ee).

SUBMITTER: Parasuraman P

PROVIDER: S-EPMC9053445 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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Simple organocatalyst component system for asymmetric hetero Diels-Alder reaction of isatins with enones.

Parasuraman Perumalsamy P Begum Zubeda Z Chennapuram Madhu M Seki Chigusa C Okuyama Yuko Y Kwon Eunsang E Uwai Koji K Tokiwa Michio M Tokiwa Suguru S Takeshita Mitsuhiro M Nakano Hiroto H

RSC advances 20200505 30

A simple two catalyst component system consisting of primary β-amino alcohols as a catalyst and amino acids as a co-catalyst put together works as an efficient organocatalyst system in the hetero Diels-Alder reaction of isatins with enones to afford the chiral spirooxindole-tetrahydropyranones in good chemical yields and stereoselectivities (up to 86%, up to 85 : 15 dr., up to 95% ee). ...[more]

PMID: 35515584

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