Literature DB >> 22764737

Julia-Kocienski reaction-based 1,3-diene synthesis: aldehyde-dependent (E,E/E,Z)-selectivity.

François Billard1, Raphaël Robiette, Jiří Pospíšil.   

Abstract

A new modification of Julia-Kocienski olefination reaction based on the use of cation-specific chelating agents that yields 1,3-dienes with predictable (E/Z)-selectivity on newly created double bond was developed. The influence of the aldehyde structure on reaction (E/Z) selectivity is discussed and rationalized.

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Year:  2012        PMID: 22764737     DOI: 10.1021/jo300929a

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  A Dual CuH- and Pd-Catalyzed Stereoselective Synthesis of Highly Substituted 1,3-Dienes.

Authors:  Chuan-Jin Hou; Alexander W Schuppe; James Levi Knippel; Anton Z Ni; Stephen L Buchwald
Journal:  Org Lett       Date:  2021-11-02       Impact factor: 6.072

2.  Chemoselective reactions of (E)-1,3-dienes: cobalt-mediated isomerization to (Z)-1,3-dienes and reactions with ethylene.

Authors:  Yam N Timsina; Souvagya Biswas; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2014-04-17       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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