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

Perumalsamy Parasuraman; Zubeda Begum; Madhu Chennapuram; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano

doi:10.1039/d0ra03006f

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

Perumalsamy Parasuraman, Zubeda Begum, Madhu Chennapuram, Chigusa Seki, Yuko Okuyama, Eunsang Kwon, Koji Uwai, Michio Tokiwa, Suguru Tokiwa, Mitsuhiro Takeshita, Hiroto Nakano

SCI - Research and Analytical Center for Giant Molecules

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

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).

Original language	English
Pages (from-to)	17486-17491
Number of pages	6
Journal	RSC Advances
Volume	10
Issue number	30
DOIs	https://doi.org/10.1039/d0ra03006f
Publication status	Published - 2020 May 5

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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).",

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T1 - Simple organocatalyst component system for asymmetric hetero Diels-Alder reaction of isatins with enones

AU - Parasuraman, Perumalsamy

AU - Begum, Zubeda

AU - Chennapuram, Madhu

AU - Seki, Chigusa

AU - Okuyama, Yuko

AU - Kwon, Eunsang

AU - Uwai, Koji

AU - Tokiwa, Michio

AU - Tokiwa, Suguru

AU - Takeshita, Mitsuhiro

AU - Nakano, Hiroto

PY - 2020/5/5

Y1 - 2020/5/5

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AB - 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).

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JF - RSC Advances

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ER -

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

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