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. 2018 Oct 3;8(59):34000-34003.
doi: 10.1039/c8ra04325f. eCollection 2018 Sep 28.

Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter

Xiao-Yu Zhu  1 , Mei-Heng Lv  1 , Ya-Nan Zhao  1 , Li-Yan Lan  1 , Wen-Ze Li  1 , Lin-Jiu Xiao  1
Affiliations

Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter

Xiao-Yu Zhu et al. RSC Adv. .

Abstract

A practical sulfa-Michael/aldol cascade reaction of 1,4-dithiane-2,5-diol and α-aryl-β-nitroacrylates has been developed, which allows efficient access to functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter in moderate to good yields with high enantioselectivities.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. The organocatalysts tested in this study.
Scheme 1
Scheme 1. Proposed transition state and the X-ray structure of 3a.
Fig. 2
Fig. 2. Optimized structures and free energy gap of the transition states.
See this image and copyright information in PMC

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