Literature DB >> 12153288

Palladium complex catalyzed acylation of allylic esters with acylstannanes: complementary method to the acylation with acylsilanes.

Yasushi Obora1, Masafumi Nakanishi, Makoto Tokunaga, Yasushi Tsuji.   

Abstract

Palladium-catalyzed acylation of allylic trifluoroacetates (2) using acylstannanes (1) is reported. The reaction serves as a complementary method to the previously reported acylation with acylsilane (4). In particular, the reaction is profitable in the acylation of unsubstituted allyl trifluoroacetate (2a) and benzoylation of allylic trifluoroacetates to afford synthetically useful beta,gamma-unsaturated ketones (3) in good yields without undesirable isomerizations.

Entities:  

Year:  2002        PMID: 12153288     DOI: 10.1021/jo0202482

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


  4 in total

1.  Reversed-Polarity Synthesis of Diaryl Ketones through Palladium-Catalyzed Direct Arylation of 2-Aryl-1,3-dithianes.

Authors:  Baris Yucel; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-11-24       Impact factor: 5.837

2.  Palladium-catalyzed acetylation of arenes.

Authors:  Stephen D Ramgren; Neil K Garg
Journal:  Org Lett       Date:  2014-01-09       Impact factor: 6.005

3.  Regio- and stereospecific rhodium-catalyzed allylic alkylation with an acyl anion equivalent: an approach to acyclic α-ternary β,γ-unsaturated aryl ketones.

Authors:  Ben W H Turnbull; Jungha Chae; Samuel Oliver; P Andrew Evans
Journal:  Chem Sci       Date:  2017-03-31       Impact factor: 9.825

4.  The Exploration of Aroyltrimethylgermane as Potent Synthetic Origins and Their Preparation.

Authors:  Yang Yuan; Youcan Zhang; Bo Chen; Xiao-Feng Wu
Journal:  iScience       Date:  2019-12-14
  4 in total

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