Literature DB >> 23307270

Highly stereoselective synthesis of (Z)- and (E)-chloro-substituted-α-methylene-γ-butyrolactone by possibly controlling cis- and trans-chloropalladation.

Yi Dong1, Xiaoyong Guo, Yuanyuan Yu, Gang Liu.   

Abstract

A palladium-catalyzed selective synthesis of cis- or trans-chloro-substituted-α-methylene-γ-butyrolactones from single substrate (propiolic acid) has been realized by controlling cis- or trans-chloropalladation. This method is highly effective for building C-Cl, C-O, and C-C bonds into a one-pot procedure because of its good atom and step efficiency.

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Year:  2013        PMID: 23307270     DOI: 10.1007/s11030-012-9419-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  14 in total

1.  Switch of selectivity in the synthesis of α-methylene-γ-lactones: palladium-catalyzed intermolecular carboesterification of alkenes with alkynes.

Authors:  Liangbin Huang; Qian Wang; Xiaohang Liu; Huanfeng Jiang
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-23       Impact factor: 15.336

2.  Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

Authors:  Carin C C Johansson Seechurn; Matthew O Kitching; Thomas J Colacot; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-09       Impact factor: 15.336

3.  Palladium-catalyzed oxidative cyclization of enynes with hydrogen peroxide as the oxidant.

Authors:  Guoyin Yin; Guosheng Liu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 4.  Update 1 of: Synthesis and functionalization of indoles through palladium-catalyzed reactions.

Authors:  Sandro Cacchi; Giancarlo Fabrizi
Journal:  Chem Rev       Date:  2011-05-05       Impact factor: 60.622

5.  Palladium-catalyzed cross-coupling reactions in total synthesis.

Authors:  K C Nicolaou; Paul G Bulger; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-18       Impact factor: 15.336

6.  Synergistic palladium-catalyzed C(sp3)-H activation/C(sp3)-O bond formation: a direct, step-economical route to benzolactones.

Authors:  Petr Novák; Arkaitz Correa; Joan Gallardo-Donaire; Ruben Martin
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-31       Impact factor: 15.336

7.  An efficient method for the synthesis of vinylbromohydrin and vinylbromoalkoxy derivatives and cyclocarbonylation of alpha-allenic alcohols catalyzed by palladium chloride.

Authors:  Wei Li; Min Shi
Journal:  J Org Chem       Date:  2008-08-01       Impact factor: 4.354

8.  High-oxidation-state palladium catalysis: new reactivity for organic synthesis.

Authors:  Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 9.  C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents.

Authors:  Egle M Beccalli; Gianluigi Broggini; Michela Martinelli; Silvia Sottocornola
Journal:  Chem Rev       Date:  2007-11-01       Impact factor: 60.622

10.  Cationic Pd(II)-catalyzed enantioselective cyclization of aroylmethyl 2-alkynoates initiated by carbopalladation of alkynes with arylboronic acids.

Authors:  Juan Song; Qi Shen; Fan Xu; Xiyan Lu
Journal:  Org Lett       Date:  2007-06-20       Impact factor: 6.005

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