ChemInform Abstract: Organocatalyzed Cyclopropanation of α-Substituted α,β-Unsaturated Aldehydes: Enantioselective Synthesis of Cyclopropanes Bearing a Chiral Quaternary Center.

ChemInform ◽  
2010 ◽  
Vol 41 (50) ◽  
pp. no-no
Author(s):  
Vincent Terrasson ◽  
Arie van der Lee ◽  
Renata Marcia de Figueiredo ◽  
Jean Marc Campagne
Keyword(s):  
Enantioselective Synthesis ◽  
Unsaturated Aldehydes ◽  
Quaternary Center

Organocatalyzed Cyclopropanation of α-Substituted α,β-Unsaturated Aldehydes: Enantioselective Synthesis of Cyclopropanes Bearing a Chiral Quaternary Center

2010 ◽  
Vol 16 (26) ◽  
pp. 7875-7880 ◽  
Author(s):  
Vincent Terrasson ◽  
Arie van der Lee ◽  
Renata Marcia de Figueiredo ◽  
Jean Marc Campagne
Keyword(s):  
Enantioselective Synthesis ◽  
Unsaturated Aldehydes ◽  
Quaternary Center

Assembly of Fluorinated Chromanones via Enantioselective Tandem Reaction

2021 ◽  
Author(s):  
Mengxue Lu ◽  
Zongli Xiong ◽  
Yuqiao Zhou ◽  
Xin Wang ◽  
Xiaoyi Li ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Tandem Reaction ◽  
Unsaturated Aldehydes ◽  
Stereogenic Centers ◽  
First Time

The enantioselective synthesis of fluorinated tricyclic chromanones with multiple vicinal stereogenic centers has been realized for the first time, through the tandem reaction between 2-fluorinated 1-(2-hydroxyaryl)-1,3-diketones and α,β-unsaturated aldehydes. In...

Enantioselective Synthesis of Alcohols and Amines: The Fujii/Ohno Synthesis of (+)-Lysergic Acid

2015 ◽  
Author(s):  
Douglass F. Taber
Keyword(s):  
Kinetic Resolution ◽  
Lysergic Acid ◽  
Enantioselective Synthesis ◽  
Amino Acid Derivative ◽  
State University ◽  
University Of Arkansas ◽  
Keto Ester ◽  
Colorado State University ◽  
Quaternary Center ◽  
The University

Ramón Gómez Arrayás and Juan C. Carretero of the Universidad Autónoma de Madrid effected (Chem. Commun. 2011, 47, 6701) enantioselective conjugate borylation of an unsaturated sulfone 1, leading to the alcohol 2. Robert E. Gawley of the University of Arkansas found (J. Am. Chem. Soc. 2011, 133, 19680) conditions for enantioselective ketone reduction that were selective enough to distinguish between the ethyl and propyl groups of 3 to give 4. Vicente Gotor of the Universidad de Oviedo used (Angew. Chem. Int. Ed. 2011, 50, 8387) an overexpressed Baeyer-Villiger monoxygenase to prepare 6 by dynamic kinetic resolution of 5. Li Deng of Brandeis University prepared (J. Am. Chem. Soc. 2011, 133, 12458) 8 in high ee by kinetic enantioselective migration of the alkene of racemic 7. Bernhard Breit of the Freiburg Institute for Advanced Studies established (J. Am. Chem. Soc. 2011, 133, 20746) the oxygenated quaternary center of 10 by the addition of benzoic acid to the allene 9. Keith R. Fandrick of Boehringer Ingelheim constructed (J. Am. Chem. Soc. 2011, 133, 10332) the oxygenated quaternary center of 13 by enantioselective addition of the propargylic nucleophile 12 to 11. Yian Shi of Colorado State University devised (J. Am. Chem. Soc. 2011, 133, 12914) conditions for the enantioselective transamination of the α-keto ester 14 to the amine 15. Professor Deng added (Adv. Synth. Catal. 2011, 353, 3123) 18 to an enone 17 to give the protected amine 19. Song Ye of the Institute of Chemistry, Beijing effected (J. Am. Chem. Soc. 2011, 133, 15894) elimination/addition of an unsaturated acid chloride 20 to give the γ-amino acid derivative 22. Frank Glorius of the Universität Münster added (Angew. Chem. Int. Ed. 2011, 50, 1410) an aldehyde 23 to 24 to give the amide 25. Sentaro Okamoto of Kanagawa University designed (J. Org. Chem. 2011, 76, 6678) an organocatalyst for the enantioselective Steglich rearrangement of 26, creating the aminated quaternary center of 27. Most impressive of all was the report (Org. Lett. 2011, 13, 5460) by Hélène Lebel of the Université de Montréal of the direct enantioselective C–H amination of 28 to give 29.

scholarly journals 1,3-Dipolar cycloaddition of isatin N,N′-cyclic azomethine imines with α,β-unsaturated aldehydes catalyzed by DBU in water

RSC Advances ◽  
2020 ◽  
Vol 10 (41) ◽  
pp. 24288-24292 ◽  
Author(s):  
Zhan-Yong Wang ◽  
Ting Yang ◽  
Rongxiang Chen ◽  
Xueji Ma ◽  
Huan Liu ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Unsaturated Aldehydes ◽  
Quaternary Center ◽  
Azomethine Imines ◽  
Green Procedure

A simple and green procedure was established by [3 + 3] cycloaddition reaction of isatin derived cyclic imine 1,3-dipoles with α,β-unsaturated aldehydes, giving spirooxindoles with aza-quaternary center in good yields and diastereoselectivities.

Enantioselective Synthesis of Functionalized Pyrazoles by NHC-Catalyzed Reaction of Pyrazolones with α,β-Unsaturated Aldehydes

2015 ◽  
Vol 17 (6) ◽  
pp. 1417-1420 ◽  
Author(s):  
Santhivardhana Reddy Yetra ◽  
Santigopal Mondal ◽  
Eringathodi Suresh ◽  
Akkattu T. Biju
Keyword(s):  
Enantioselective Synthesis ◽  
Unsaturated Aldehydes
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