Literature DB >> 15132558

Allylation of alcohols and carboxylic acids with allyl acetate catalyzed by [Ir(cod)2](+)BF4- complex.

Hideto Nakagawa1, Tomotaka Hirabayashi, Satoshi Sakaguchi, Yasutaka Ishii.   

Abstract

A facile method for the synthesis of allyl alkyl ethers from alcohols with allyl acetate was developed by the use of [Ir(cod)(2)](+)BF(4)(-) complex. For instance, the reaction of allyl acetate with n-octyl alcohol in the presence of a catalytic amount of [Ir(cod)(2)](+)BF(4)(-) complex afforded allyl octyl ether in quantitative yield. Allyl carboxylates were also prepared by the exchange reaction between carboxylic acids and allyl acetate in good yields. The [Ir(cod)(2)](+)BF(4)(-) complex catalyzed the reaction of alkyl and aromatic amines with allyl acetate to lead to the corresponding allylamines in fair to good yields.

Entities:  

Year:  2004        PMID: 15132558     DOI: 10.1021/jo049828k

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


  2 in total

Review 1.  Catalytic carbonyl addition through transfer hydrogenation: a departure from preformed organometallic reagents.

Authors:  John F Bower; In Su Kim; Ryan L Patman; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Highly selective palladium-benzothiazole carbene-catalyzed allylation of active methylene compounds under neutral conditions.

Authors:  Antonio Monopoli; Pietro Cotugno; Carlo Giorgio Zambonin; Francesco Ciminale; Angelo Nacci
Journal:  Beilstein J Org Chem       Date:  2015-06-10       Impact factor: 2.883

  2 in total

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