Journal ArticleDOI
Chiral diphenylperhydroindolinol silyl ether catalyzed domino oxa-Michael–aldol condensations for the asymmetric synthesis of benzopyrans
TLDR
Asymmetric domino oxa-Michael-aldol reactions between trans-cinnamaldehydes and salicylic aldehyde derivatives have been developed as mentioned in this paper, using (2 S,3 aS,7 aS )-diphenylperhydro indolinol silyl ether 4i as the catalyst, most corresponding chiral benzopyrans can be obtained with excellent chemo and enantioselectivities.Abstract:
Asymmetric domino oxa-Michael–aldol reactions between trans -cinnamaldehydes and salicylic aldehyde derivatives have been developed. Using (2 S ,3 aS ,7 aS )-diphenylperhydro indolinol silyl ether 4i as the catalyst, most corresponding chiral benzopyrans can be obtained with excellent chemo- and enantioselectivities.read more
Citations
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Journal ArticleDOI
Highly Enantioselective Cascade Reaction Catalyzed by Squaramides: the Synthesis of CF3-Containing Chromanes.
Yuanyuan Zhu,Xiaoyuan Li,Qiao Chen,Jinhuan Su,Fengjing Jia,Shuai Qiu,Mingxia Ma,Quantao Sun,Wenjin Yan,Kairong Wang,Rui Wang,Rui Wang +11 more
TL;DR: The squaramide-catalyzed cascade reaction of 2-hydroxychalcones with β-CF3-nitroalkenes gave the CF3-containing heterocyclic compounds bearing three contiguous stereogenic centers in excellent yields, diastereoselectivity, and enantioselectivities.
Journal ArticleDOI
Chiral Squaramide‐Catalyzed Sulfa‐Michael/Aldol Cascade for the Asymmetric Synthesis of Spirocyclic Tetrahydrothiophene Chromanone Derivatives
Bo-Liang Zhao,Lei Liu,Da-Ming Du +2 more
TL;DR: A remarkable temperature effect on reaction efficiency was observed and gram-scale syntheses were found to proceed smoothly with the same efficiency as smaller scale reactions.
Journal ArticleDOI
Squaramide-catalysed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral trisubstituted pyrrolidines
TL;DR: A bifunctional squaramide catalysed aza-Michael/Michael cascade reaction between nitroalkenes and tosylaminomethyl enones or enoates has been developed, providing easy access to highly functionalized chiral pyrrolidines with a broad substrate scope.
Journal ArticleDOI
Racemic hemiacetals as oxygen-centered pronucleophiles triggering cascade 1,4-addition/Michael reaction through dynamic kinetic resolution under iminium catalysis. Development and mechanistic insights.
Ane Orue,Uxue Uria,David Roca-López,J. Ignacio Delso,Efraim Reyes,Luisa Carrillo,Pedro Merino,Jose L. Vicario +7 more
TL;DR: Racemic 2-hydroxydihydropyran-5-ones react as unconventional O-pronucleophiles in a conjugate addition/Michael reaction cascade process under DKR, leading to the formation of a single stereoisomer out of 16 possible ones.
Book ChapterDOI
Six-Membered Ring Systems: With O and/or S Atoms
TL;DR: In this paper, a review of reaction chemistry and new ring synthetic methods for pyranones is presented, covering work published in the calendar year 2011, including new ring synthesis methods for trioxanes, tetraoxane, trithianes and oxathianes.
References
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Journal ArticleDOI
Asymmetric organocatalytic domino reactions.
TL;DR: This Minireview discusses the current development of domino reactions mediated by organocatalysts, as this principle is used very efficiently in the biosynthesis of complex natural products starting from simple precursors.
Journal ArticleDOI
New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels−Alder Reaction
TL;DR: In this article, the first highly enantioselective organocatalytic Diels-Alder reaction was reported, which is the state-of-the-art for asymmetric catalysts.
Journal ArticleDOI
Control of four stereocentres in a triple cascade organocatalytic reaction
TL;DR: The development of an asymmetric organocatalytic triple cascade reaction for the synthesis of tetra-substituted cyclohexene carbaldehydes, described as biomimetic, as they are reminiscent of tandem reactions that may occur during biosyntheses of complex natural products.
Journal ArticleDOI
The ying and yang of asymmetric aminocatalysis
TL;DR: An overview of asymmetric catalysis of carbonyl transformations via iminium ion and enamine intermediates using chiral amines as organocatalysts has been given and their recent merger in tandem sequences is discussed.
Journal ArticleDOI
Enantioselective organo-cascade catalysis.
TL;DR: These new cascade catalysis protocols allow the invention of enantioselective transformations that were previously unknown, including the asymmetric catalytic addition of the elements of HF across a trisubstituted olefin.