Literature DB >> 24061600

A donor-acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones.

Xinfang Xu1, Peter J Zavalij, Michael P Doyle.   

Abstract

Silver(I)-catalyzed asymmetric formal [3+3]-cycloaddition of nitrones with a donor-acceptor cyclopropene, formed in situ from dirhodium acetate-catalyzed dinitrogen extrusion/intramolecular cyclization of enoldiazoacetates, effectively generates 3,6-dihydro-1,2-oxazine derivatives in high yield and with exceptional stereocontrol.

Entities:  

Year:  2013        PMID： 24061600     DOI： 10.1039/c3cc46415f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

Review 1.  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

2.  Hg(OTf)2 Catalyzed Intramolecular 1,4-Addition of Donor-Acceptor Cyclopropenes to Arenes.

Authors:  Yongming Deng; Changcheng Jing; Peter Y Zavalij; Michael P Doyle
Journal:  Org Lett       Date:  2015-08-21       Impact factor: 6.005

Review 3.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

4.  Enantioselective cis-β-lactam synthesis by intramolecular C-H functionalization from enoldiazoacetamides and derivative donor-acceptor cyclopropenes.

Authors:  Xinfang Xu; Yongming Deng; David N Yim; Peter Y Zavalij; Michael P Doyle
Journal:  Chem Sci       Date:  2015-04-01       Impact factor: 9.825

5.  The [3 + 3]-cycloaddition alternative for heterocycle syntheses: catalytically generated metalloenolcarbenes as dipolar adducts.

Authors:  Xinfang Xu; Michael P Doyle
Journal:  Acc Chem Res       Date:  2014-03-20       Impact factor: 22.384

6.  Gold(I)-Catalyzed Aromatization: Expeditious Synthesis of Polyfunctionalized Naphthalenes.

Authors:  Cheng Zhang; Kemiao Hong; Shanliang Dong; Chao Pei; Xiaolu Zhang; Ciwang He; Wenhao Hu; Xinfang Xu
Journal:  iScience       Date:  2019-10-25
  6 in total

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