Literature DB >> 26031492

Catalytic Conia-ene and related reactions.

Daniel Hack1, Marcus Blümel, Pankaj Chauhan, Arne R Philipps, Dieter Enders.   

Abstract

Since its initial inception, the Conia-ene reaction, known as the intramolecular addition of enols to alkynes or alkenes, has experienced a tremendous development and appealing catalytic protocols have emerged. This review fathoms the underlying mechanistic principles rationalizing how substrate design, substrate activation, and the nature of the catalyst work hand in hand for the efficient synthesis of carbocycles and heterocycles at mild reaction conditions. Nowadays, Conia-ene reactions can be found as part of tandem reactions, and the road for asymmetric versions has already been paved. Based on their broad applicability, Conia-ene reactions have turned into a highly appreciated synthetic tool with impressive examples in natural product synthesis reported in recent years.

Entities:  

Year:  2015        PMID: 26031492     DOI: 10.1039/c5cs00097a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  13 in total

1.  Regiodivergent Photocyclization of Dearomatized Acylphloroglucinols: Asymmetric Syntheses of (-)-Nemorosone and (-)-6-epi-Garcimultiflorone A.

Authors:  Saishuai Wen; Jonathan H Boyce; Sunil K Kandappa; Jayaraman Sivaguru; John A Porco
Journal:  J Am Chem Soc       Date:  2019-07-02       Impact factor: 15.419

2.  Enantioselective Conia-Ene-Type Cyclizations of Alkynyl Ketones through Cooperative Action of B(C6F5)3, N-Alkylamine and a Zn-Based Catalyst.

Authors:  Min Cao; Ahmet Yesilcimen; Masayuki Wasa
Journal:  J Am Chem Soc       Date:  2019-02-27       Impact factor: 15.419

3.  Functionalized Cyclopentanes via Sc(III)-Catalyzed Intramolecular Enolate Alkylation.

Authors:  Christopher C McAtee; Duncan C Ellinwood; Rory C McAtee; Corinna S Schindler
Journal:  Tetrahedron       Date:  2018-04-21       Impact factor: 2.457

4.  Diastereoselective Au-Catalyzed Allene Cycloisomerizations to Highly Substituted Cyclopentenes.

Authors:  Ryan D Reeves; Alicia M Phelps; William A T Raimbach; Jennifer M Schomaker
Journal:  Org Lett       Date:  2017-06-09       Impact factor: 6.005

5.  Scope and mechanistic investigations of Pd-catalyzed coupling/cyclizations and cycloisomerizations of allenyl malonates.

Authors:  Logan E Vine; Ryan D Reeves; Eleanor M Landwehr; Israel Fernández; Jennifer M Schomaker
Journal:  ACS Catal       Date:  2021-07-15       Impact factor: 13.700

6.  A Concise Total Synthesis of (+)-Waihoensene Guided by Quaternary Center Analysis.

Authors:  Cheng Peng; Piyush Arya; Zhiyao Zhou; Scott A Snyder
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-03       Impact factor: 15.336

7.  Stereodivergent Metal-Catalyzed Allene Cycloisomerizations.

Authors:  Ryan D Reeves; Caitlin N Kinkema; Eleanor M Landwehr; Logan E Vine; Jennifer M Schomaker
Journal:  Synlett       Date:  2020-02-04       Impact factor: 2.454

8.  Sequential Conia-ene-type cyclization and Negishi coupling by cooperative functions of B(C6F5)3, ZnI2, Pd(PPh3)4 and an amine.

Authors:  Min Cao; Ahmet Yesilcimen; Soumil Prasad; Jason Genova; Tanner Myers; Masayuki Wasa
Journal:  Org Biomol Chem       Date:  2020-09-23       Impact factor: 3.876

9.  Synthesis of Cyclohexane-Angularly-Fused Triquinanes.

Authors:  Hongjun Jeon; Jeffrey D Winkler
Journal:  Synthesis (Stuttg)       Date:  2020-11-03       Impact factor: 3.157

10.  Asymmetric Synthesis of Spiropyrazolones by Sequential Organo- and Silver Catalysis.

Authors:  Daniel Hack; Alexander B Dürr; Kristina Deckers; Pankaj Chauhan; Nico Seling; Lukas Rübenach; Lucas Mertens; Gerhard Raabe; Franziska Schoenebeck; Dieter Enders
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-16       Impact factor: 15.336

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