Literature DB >> 26333192

Cyclobutane and cyclobutene synthesis: catalytic enantioselective [2+2] cycloadditions.

Yao Xu1, Michael L Conner1, M Kevin Brown2.   

Abstract

Cyclobutanes and cyclobutenes are important structural motifs found in numerous biologically significant molecules, and they are useful intermediates for chemical synthesis. Consequently, [2+2] cycloadditions to access cyclobutanes and cyclobutenes have been established to be particularly useful transformations. Within the last 10 years, an increase in the frequency of publications for catalytic enantioselective [2+2] cycloadditions has occurred. These reactions provide access to a wide array of enantiomerically enriched chemical diversity that was not previously attainable. Described in this review are the advances made in catalytic enantioselective [2+2] cycloadditions to access cyclobutanes and cyclobutenes.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; cycloaddition; enantioselectivity; small-ring systems; synthetic methods

Year:  2015        PMID: 26333192     DOI: 10.1002/anie.201502815

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  41 in total

1.  Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization.

Authors:  Zachary D Miller; Byung Joo Lee; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-30       Impact factor: 15.336

2.  Allenoates in Enantioselective [2+2] Cycloadditions: From a Mechanistic Curiosity to a Stereospecific Transformation.

Authors:  Johannes M Wiest; Michael L Conner; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2018-11-05       Impact factor: 15.419

Review 3.  Catalytic asymmetric cycloaddition reactions of enoldiazo compounds.

Authors:  Kostiantyn O Marichev; Michael P Doyle
Journal:  Org Biomol Chem       Date:  2019-04-24       Impact factor: 3.876

4.  Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.

Authors:  Mahesh M Parsutkar; Vinayak Vishnu Pagar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-09-12       Impact factor: 15.419

5.  Switchable regioselectivity in amine-catalysed asymmetric cycloadditions.

Authors:  Zhi Zhou; Zhou-Xiang Wang; Yuan-Chun Zhou; Wei Xiao; Qin Ouyang; Wei Du; Ying-Chun Chen
Journal:  Nat Chem       Date:  2017-01-16       Impact factor: 24.427

6.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

7.  Catalytic Asymmetric [3+1]-Cycloaddition Reaction of Ylides with Electrophilic Metallo-enolcarbene Intermediates.

Authors:  Yongming Deng; Lynée A Massey; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-22       Impact factor: 15.336

8.  Enantioselective C-H Arylation and Vinylation of Cyclobutyl Carboxylic Amides.

Authors:  Qing-Feng Wu; Xiao-Bing Wang; Peng-Xiang Shen; Jin-Quan Yu
Journal:  ACS Catal       Date:  2018-02-05       Impact factor: 13.084

9.  Synthesis of 1,3-Substituted Cyclobutanes by Allenoate-Alkene [2 + 2] Cycloaddition.

Authors:  Michael L Conner; M Kevin Brown
Journal:  J Org Chem       Date:  2016-08-25       Impact factor: 4.354

10.  Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes.

Authors:  Vinayak Vishnu Pagar; T V RajanBabu
Journal:  Science       Date:  2018-07-06       Impact factor: 47.728

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.