Heterogeneous enantioselective synthesis of chromans: Via the oxa-Michael-Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

Shanshan Wang; Jing He; Zhe An

doi:10.1039/c7cc03556j

Heterogeneous enantioselective synthesis of chromans: Via the oxa-Michael-Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

Shanshan Wang, Jing He, Zhe An^*

^*Corresponding author for this work

Beijing University of Chemical Technology

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

37 Citations (Scopus)

Abstract

A heterogeneous enantioselective oxa-Michael-Michael reaction for the synthesis of chromans has been developed on a heterogeneous acid-base synergic catalyst with inherent silica as acidic sites and immobilized chiral amines as basic sites. Final products were afforded in selectivity of up to 98% and ee of 97% from 2-nitrovinyl phenol and 3-methyl-2-butenal. The heterogeneous synergistic catalytic mechanism has also been studied.

Original language	English
Pages (from-to)	8882-8885
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	63
DOIs	https://doi.org/10.1039/c7cc03556j
Publication status	Published - 2017
Externally published	Yes

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abstract = "A heterogeneous enantioselective oxa-Michael-Michael reaction for the synthesis of chromans has been developed on a heterogeneous acid-base synergic catalyst with inherent silica as acidic sites and immobilized chiral amines as basic sites. Final products were afforded in selectivity of up to 98% and ee of 97% from 2-nitrovinyl phenol and 3-methyl-2-butenal. The heterogeneous synergistic catalytic mechanism has also been studied.",

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AU - He, Jing

AU - An, Zhe

PY - 2017

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AB - A heterogeneous enantioselective oxa-Michael-Michael reaction for the synthesis of chromans has been developed on a heterogeneous acid-base synergic catalyst with inherent silica as acidic sites and immobilized chiral amines as basic sites. Final products were afforded in selectivity of up to 98% and ee of 97% from 2-nitrovinyl phenol and 3-methyl-2-butenal. The heterogeneous synergistic catalytic mechanism has also been studied.

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M3 - Article

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Heterogeneous enantioselective synthesis of chromans: Via the oxa-Michael-Michael cascade reaction synergically catalyzed by grafted chiral bases and inherent hydroxyls on mesoporous silica surface

Abstract

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