Iron-catalyzed highly regio- and stereoselective conjugate addition of 2,3-allenoates with Grignard reagents

Journal of the American Chemical Society
Zhan LuShengming Ma

Abstract

An efficient highly regio- and stereoselective iron-catalyzed conjugate addition of 2,3-allenoates with primary or secondary alkyl, phenyl, or vinyl Grignard reagents to synthesize multi-substituted beta,gamma-unsaturated enoates has been reported. The in situ formed magnesium dienolate may readily react with different electrophilic reagents to construct an allylic quaternary carbon at the alpha-position of the ester group.

References

Dec 9, 2004·Chemical Reviews·Carsten BolmLorenzo Zani
Jan 28, 2006·Angewandte Chemie·Bernd Plietker
Apr 21, 2006·Organic Letters·Lars K OttesenRoger Olsson
May 19, 2006·Organic Letters·Olga García Mancheño, Carsten Bolm
Oct 13, 2006·Journal of the American Chemical Society·Marco W BouwkampPaul J Chirik
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Feb 8, 2007·Journal of the American Chemical Society·Chuan-Ying LiLi-Xin Dai

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Citations

Sep 25, 2012·The Journal of Organic Chemistry·Niranjan Panda, Ashis Kumar Jena
Sep 16, 2011·Organic Letters·Guobi ChaiShengming Ma
Jul 10, 2009·Chemical Communications : Chem Comm·Haijun LiZhiping Li
Nov 19, 2009·Chemical Communications : Chem Comm·Benjamin D Sherry, Alois Fürstner
Mar 17, 2011·Chemical Communications : Chem Comm·Shichao Yu, Shengming Ma
Feb 9, 2016·Journal of the American Chemical Society·Jianxin DaiShengming Ma
Feb 25, 2015·Chemical Society Reviews·Ju Hyun KimSang-gi Lee
Jan 25, 2012·Angewandte Chemie·Shichao Yu, Shengming Ma
May 29, 2008·Angewandte Chemie·Mónica CarrilCarsten Bolm
Jan 16, 2009·Angewandte Chemie·Alois Fürstner
Jul 11, 2009·Angewandte Chemie·Katrin Marie DrillerMatthias Beller
Mar 19, 2013·Beilstein Journal of Organic Chemistry·Kei Murakami, Hideki Yorimitsu
Feb 24, 2015·Chemistry : a European Journal·Anna HedströmPer-Ola Norrby
Jun 6, 2014·Chemical Communications : Chem Comm·Bo ChenShengming Ma
Jul 26, 2013·Chemical Communications : Chem Comm·Shuang LuoZhang-Jie Shi
Nov 7, 2020·Chemical Communications : Chem Comm·Xin-Fang Duan
Dec 5, 2008·Organic Letters·Han YangGerald B Hammond
Sep 30, 2008·The Journal of Organic Chemistry·Xiao-Qing ZhuJin-Pei Cheng
Jul 1, 2008·Accounts of Chemical Research·Benjamin D Sherry, Alois Fürstner
Nov 5, 2008·The Journal of Organic Chemistry·Bo ChenShengming Ma
May 8, 2009·Organic Letters·Tongyu XuLiandi Wang
Mar 10, 2015·Chemical Reviews·Ingmar Bauer, Hans-Joachim Knölker

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