Literature DB >> 18830983

One-pot catalytic enantioselective domino nitro-michael/michael synthesis of cyclopentanes with four stereocenters.

Gui-Ling Zhao1, Ismail Ibrahem, Pawel Dziedzic, Junliang Sun, Charlotte Bonneau, Armando Córdova.   

Abstract

A highly enantioselective organocatalytic one-pot synthesis of nitro-, formyl-, and ester-functionalized cyclopentanes with four stereocenters is presented. The cyclopentanes were formed as a predominant diasteroisomer and isolated in high yields with 97-99 % ee.

Entities:  

Year:  2008        PMID： 18830983     DOI： 10.1002/chem.200801082

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  4 in total

1.  A new organocatalyzed Michael-Michael cascade reaction generates highly substituted fused carbocycles.

Authors:  Patrick G McGarraugh; Stacey E Brenner
Journal:  Org Lett       Date:  2009-12-17       Impact factor: 6.005

2.  Highly substituted enantioenriched cyclopentane derivatives by palladium-catalyzed [3 + 2] trimethylenemethane cycloadditions with disubstituted nitroalkenes.

Authors:  Barry M Trost; Dustin A Bringley; B Michael O'Keefe
Journal:  Org Lett       Date:  2013-10-25       Impact factor: 6.005

3.  Asymmetric synthesis of fully substituted cyclopentane-oxindoles through an organocatalytic triple Michael domino reaction.

Authors:  Liang-Hua Zou; Arne R Philipps; Gerhard Raabe; Dieter Enders
Journal:  Chemistry       Date:  2014-12-02       Impact factor: 5.236

4.  Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals.

Authors:  Haipan Zhu; Peile Du; Jianjun Li; Ziyang Liao; Guohua Liu; Hao Li; Wei Wang
Journal:  Beilstein J Org Chem       Date:  2016-06-29       Impact factor: 2.883
  4 in total

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