Literature DB >> 22429253

Pd(II)-catalyzed dehydrogenative olefination of vinylic C-H bonds with allylic esters: general and selective access to linear 1,3-butadienes.

Yuexia Zhang1, Zili Cui, Zejiang Li, Zhong-Quan Liu.   

Abstract

This work demonstrates a general and efficient method to prepare conjugated dienes by Pd(II)-catalyzed direct olefination of unactivated alkenes with allylic esters and acrylates via vinylic C-H activation. Various aryl and heteroaryl alkenes as well as aliphatic alkenes all give the desired linear 1,3-butadienes with retention of the traditional leaving groups such as OAc and other carboxylic acid ester groups.

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Year:  2012        PMID: 22429253     DOI: 10.1021/ol300442w

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate.

Authors:  Liyuan Ding; Chunbing Yu; Zhenqiang Zhao; Feifei Li; Jian Zhang; Guofu Zhong
Journal:  J Vis Exp       Date:  2017-06-21       Impact factor: 1.355

2.  C(alkenyl)-H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis.

Authors:  Mingyu Liu; Pusu Yang; Malkanthi K Karunananda; Yanyan Wang; Peng Liu; Keary M Engle
Journal:  J Am Chem Soc       Date:  2018-04-23       Impact factor: 15.419

Review 3.  Modern Synthetic Methods for the Stereoselective Construction of 1,3-Dienes.

Authors:  Raquel G Soengas; Humberto Rodríguez-Solla
Journal:  Molecules       Date:  2021-01-06       Impact factor: 4.411

  3 in total

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