Asymmetric synthesis of trans-dihydroarylfurans in a Friedel–Crafts/substitution domino reaction under squaramide catalysis

2013 ◽  
Vol 49 (20) ◽  
pp. 2001 ◽  
Author(s):  
Carlos Jarava-Barrera ◽  
Francisco Esteban ◽  
Carmen Navarro-Ranninger ◽  
Alejandro Parra ◽  
José Alemán
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction

Asymmetric Synthesis of 2,3,6-Trisubstituted Piperidines via Baylis–Hillman Adducts and Lithium Amide through Domino Reaction

Synlett ◽  
2019 ◽  
Vol 31 (06) ◽  
pp. 600-604 ◽  
Author(s):  
Mateo M. Salgado ◽  
Alejandro Manchado ◽  
Carlos T. Nieto ◽  
David Díez ◽  
Narciso M. Garrido
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Claisen Rearrangement ◽  
Domino Reaction ◽  
Amino Acid Derivative ◽  
Side Chain ◽  
Lithium Amide ◽  
Stereochemical Control ◽  
Asymmetric Michael Addition ◽  
Polysubstituted Piperidines

A convenient asymmetric synthesis of methyl (2S,3S,6R)-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)-piperidine-3-carboxylate is described, starting from Baylis–Hillman adducts. The route involves a domino process: allylic acetate rearrangement, stereoselective Ireland–Claisen rearrangement and asymmetric Michael addition, which provides a δ-amino acid derivative with full stereochemical control. A subsequent chemoselective transformation of one of the side-chain groups allows an effective cyclization leading to biologically interesting polysubstituted piperidines in which the 2,6-aryl groups could be attached sequentially.

ChemInform Abstract: Asymmetric Synthesis of Cyclopentanes Bearing Four Contiguous Stereocenters via an NHC-Catalyzed Michael/Michael/Esterification Domino Reaction.

ChemInform ◽  
2016 ◽  
Vol 47 (24) ◽  
Author(s):  
Tao Shu ◽  
Qijian Ni ◽  
Xiaoxiao Song ◽  
Kun Zhao ◽  
Tianyu Wu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction

The one pot asymmetric synthesis of 3,3′-pyrrolidonyl spiroxindoles via a regio- and stereoselective domino reaction

2019 ◽  
Vol 17 (35) ◽  
pp. 8140-8148
Author(s):  
Saumen Hajra ◽  
Suhas Shivajirao Bhosale ◽  
Atanu Hazra ◽  
Nikhil Kanaujia
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction ◽  
One Pot ◽  
The One

The asymmetric synthesis of 4-aryl-3,3′-spiropyrrolidonyl oxindoles with excellent stereoselectivity (dr >99 : 1 and an ee up to >99%) was achieved via a domino reaction.

ChemInform Abstract: Asymmetric Synthesis of Tetrahydropyridines via an Organocatalytic One-Pot Multicomponent Michael/Aza-Henry/Cyclization Triple Domino Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (18) ◽  
pp. no-no
Author(s):  
Marcus Bluemel ◽  
Pankaj Chauhan ◽  
Robert Hahn ◽  
Gerhard Raabe ◽  
Dieter Enders
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction ◽  
One Pot

ChemInform Abstract: Asymmetric Synthesis of Fully Substituted Cyclopentane-Oxindoles Through an Organocatalytic Triple Michael Domino Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (22) ◽  
pp. no-no
Author(s):  
Liang-Hua Zou ◽  
Arne R. Philipps ◽  
Gerhard Raabe ◽  
Dieter Enders
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction
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