Literature DB >> 23443271

Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone.

Xinfang Xu1, Xichen Xu, Peter Y Zavalij, Michael P Doyle.   

Abstract

A highly diastereoselective formal [3+2+1]-cycloaddition reaction that produces multi-functionalized bicyclic pyrazolidinone derivatives is achieved in moderate to high yield by Rh2(4S-MPPIM)4-catalyzed reaction of azomethine imines with two molecules of a diazo ketone.

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Year:  2013        PMID： 23443271      PMCID： PMC3829720          DOI： 10.1039/c3cc41119b

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


  36 in total

1.  Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.

Authors:  Xinfang Xu; Wen-Hao Hu; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-31       Impact factor: 15.336

2.  An efficient, ligand-free, heterogeneous supported copper hydroxide catalyst for the synthesis of n,n-bicyclic pyrazolidinone derivatives.

Authors:  Kazuaki Yoshimura; Takamichi Oishi; Kazuya Yamaguchi; Noritaka Mizuno
Journal:  Chemistry       Date:  2011-02-24       Impact factor: 5.236

3.  Alkynoate synthesis through the vinylogous reactivity of rhodium(II) carbenoids.

Authors:  Damien Valette; Yajing Lian; John P Haydek; Kenneth I Hardcastle; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-16       Impact factor: 15.336

4.  Ru-catalyzed intermolecular [3+2+1] cycloaddition of alpha,beta-unsaturated ketones with silylacetylenes and carbon monoxide leading to alpha-pyrones.

Authors:  Takahide Fukuyama; Yuki Higashibeppu; Ryo Yamaura; Ilhyong Ryu
Journal:  Org Lett       Date:  2007-01-23       Impact factor: 6.005

5.  Cooperative catalysis in highly enantioselective Mannich-type three-component reaction of a diazoacetophenone with an alcohol and an imine.

Authors:  Xinfang Xu; Yu Qian; Liping Yang; Wenhao Hu
Journal:  Chem Commun (Camb)       Date:  2010-11-29       Impact factor: 6.222

6.  Rh(I)-catalyzed [(3 + 2) + 1] cycloaddition of 1-yne/ene-vinylcyclopropanes and CO: homologous Pauson-Khand reaction and total synthesis of (+/-)-alpha-agarofuran.

Authors:  Lei Jiao; Mu Lin; Lian-Gang Zhuo; Zhi-Xiang Yu
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

7.  Rhodium-catalyzed enantioselective vinylogous addition of enol ethers to vinyldiazoacetates.

Authors:  Austin G Smith; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

8.  Gold-catalyzed [3+3]-annulation of azomethine imines with propargyl esters.

Authors:  Nathan D Shapiro; Yun Shi; F Dean Toste
Journal:  J Am Chem Soc       Date:  2009-08-26       Impact factor: 15.419

9.  Rhodium(II)- and copper(II)-catalyzed reactions of enol diazoacetates with nitrones: metal carbene versus Lewis acid directed pathways.

Authors:  Yu Qian; Xinfang Xu; Xiaochen Wang; Peter J Zavalij; Wenhao Hu; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-04       Impact factor: 15.336

10.  Synthesis of tetrahydropyridazines by a metal-carbene-directed enantioselective vinylogous N-H insertion/Lewis acid-catalyzed diastereoselective Mannich addition.

Authors:  Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-03       Impact factor: 15.336
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  2 in total

1.  Circularity in mixed-plastic chemical recycling enabled by variable rates of polydiketoenamine hydrolysis.

Authors:  Jeremy Demarteau; Alexander R Epstein; Peter R Christensen; Mark Abubekerov; Hai Wang; Simon J Teat; Trevor J Seguin; Christopher W Chan; Corinne D Scown; Thomas P Russell; Jay D Keasling; Kristin A Persson; Brett A Helms
Journal:  Sci Adv       Date:  2022-07-20       Impact factor: 14.957

2.  Crystal structure of (1Z)-1-(4-chloro-benzyl-idene)-5-(4-meth-oxy-phen-yl)-3-oxopyrazolidin-1-ium-2-ide.

Authors:  Peter Mangwala Kimpende; Thi Kieu Oanh Doan; Quoc Trung Vu; Luc Van Meervelt
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-07-19
  2 in total

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