Asymmetric organocatalytic vinylogous Michael addition triggered triple-cascade reactions of 2-hydroxycinnamaldehydes and vinylogous nucleophiles: Construction of Benzofused Oxabicyclo[3.3.1]nonane Scaffolds

2021 ◽  
Author(s):  
Hui-Chun Wu ◽  
Chen Wang ◽  
Ying-Han Chen ◽  
Yankai Liu
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Cyclic Ketone

An organocatalytic vinylogous Michael addition triggered triple-cascade reaction has been developed. 2-Hydroxycinnamaldehydes worked under iminium activation with either acyclic or cyclic ketone-derived α,α-dicyanoalkenes, yielding the benzofused oxabicyclo[3.3.1]nonanes bearing one quaternary...

scholarly journals Synthesis of indanes via carbene-catalyzed single-electron-transfer processes and cascade reactions

2017 ◽  
Vol 53 (87) ◽  
pp. 11952-11955 ◽  
Author(s):  
Yuhuang Wang ◽  
Xingxing Wu ◽  
Yonggui Robin Chi
Keyword(s):  
Electron Transfer ◽  
Michael Addition ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Transfer Processes ◽  
Electron Transfer Processes

An NHC-catalyzed cascade reaction involving an SET process and two sequential Michael addition steps for the synthesis of indanes is disclosed.

Squaramide-catalysed asymmetric cascade reactions of 2,3-dioxopyrrolidines with 3-chlorooxindoles

2020 ◽  
Vol 18 (8) ◽  
pp. 1647-1656 ◽  
Author(s):  
Jiang-Bo Wen ◽  
Da-Ming Du
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Spiro Compounds ◽  
Asymmetric Michael Addition ◽  
High Yields

An efficient squaramide-catalysed asymmetric Michael addition/cyclization cascade reaction of 3-chlorooxindoles with 2,3-dioxopyrrolidines produced the corresponding chiral spiro-compounds in high yields with excellent stereoselectivities.

Squaramide−catalysed asymmetric Michael addition/cyclization cascade reactions of 4-arylidene-2,3-dioxopyrrolidines with 2-isothiocyanato-1-indanones

2021 ◽  
Author(s):  
Xiqiang Hou ◽  
Jiang-Bo Wen ◽  
Li Yan ◽  
Da-Ming Du
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Cinchona Alkaloid ◽  
Highly Efficient ◽  
Asymmetric Michael Addition

A highly efficient cinchona alkaloid‐derived squaramide catalysed asymmetric Michael/cyclization cascade reaction of 4‐ arylmethylidene‐2,3‐dioxopyrrolidines with 2‐isothiocyanato‐1‐indanones was successfully developed. This protocol provides an efficient and mild access to obtain indanone‐derived...

Uncatalyzed diastereoselective synthesis of alkyliminofurochromone-derived benzylmalononitriles via a three-component cascade reaction: competition between Diels–Alder cycloaddition and Michael addition

2021 ◽  
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi
Keyword(s):  
Michael Addition ◽  
Heterocyclic Ring ◽  
Cascade Reaction ◽  
Diels Alder ◽  
Chemical Bonds ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
One Pot

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.

Asymmetric synthesis of highly functionalized spirothiazolidinone tetrahydroquinolines via a squaramide-catalyzed cascade reaction

2018 ◽  
Vol 16 (48) ◽  
pp. 9390-9401 ◽  
Author(s):  
Yong-Xing Song ◽  
Da-Ming Du
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Addition Reaction ◽  
Cascade Reaction ◽  
Michael Addition Reaction

A bifunctional squaramide-catalyzed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral spirothiazolidinone tetrahydroquinolines with three contiguous stereocenters has been developed.

scholarly journals Recent advances in organocatalytic asymmetric oxa-Michael addition triggered cascade reactions

2020 ◽  
Vol 7 (20) ◽  
pp. 3266-3283
Author(s):  
Yu Wang ◽  
Da-Ming Du
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
Recent Advances

In this review, we summarized recent advances in organocatalytic asymmetric oxa-Michael addition triggered cascade reactions.

Asymmetric Organocatalytic Michael Addition–Cyclization Cascade of Cyclopentane-1,2-dione with Substituted α,β-Unsaturated Aldehydes

Synthesis ◽  
2017 ◽  
Vol 49 (14) ◽  
pp. 3118-3125 ◽  
Author(s):  
Margus Lopp ◽  
Gert Preegel ◽  
Estelle Silm ◽  
Sandra Kaabel ◽  
Ivar Järving ◽  
...  
Keyword(s):  
Michael Addition ◽  
Cascade Reaction ◽  
One Pot ◽  
Unsaturated Aldehydes ◽  
Michael Acceptors

An asymmetric organocatalytic Michael addition–cyclization cascade reaction has been developed using cyclopentane-1,2-dione as a Michael donor and α,β-unsaturated aldehydes as Michael acceptors. Bicyclic hemiacetals were obtained in excellent yields and enantioselectivities. On the basis of the results, a one-pot reaction has been developed to obtain chiral 3-substituted cyclopentane-1,2-diones and substituted dihydropyrans in good yields and excellent enantioselectivity.

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