Literature DB >> 23444917

Entry to β-alkoxyacrylates via gold-catalyzed intermolecular coupling of alkynoates and allylic ethers.

Sae Rom Park1, Cheoljae Kim, Dong-gil Kim, Neetipalli Thrimurtulu, Hyun-Suk Yeom, Jungho Jun, Seunghoon Shin, Young Ho Rhee.   

Abstract

The first gold-catalyzed intermolecular coupling of alkynoates and allylic ethers invoking alkoxy addition and [3,3]-sigmatropic rearrangement as the key mechanism has been developed. Remarkably, the reaction showed complete chemoselectivity toward the pathway initiated by the alkoxy addition to alkynes. This unprecedented reactivity led to a new access to diversely substituted β-alkoxyacrylates in a highly efficient manner.

Entities:  

Year:  2013        PMID: 23444917     DOI: 10.1021/ol4001087

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


  3 in total

1.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

2.  Intriguing mechanistic labyrinths in gold(I) catalysis.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2014-01-04       Impact factor: 6.222

3.  Gold-catalyzed intermolecular coupling of sulfonylacetylene with allyl ethers: [3,3]- and [1,3]-rearrangements.

Authors:  Jungho Jun; Hyu-Suk Yeom; Jun-Hyun An; Seunghoon Shin
Journal:  Beilstein J Org Chem       Date:  2013-08-22       Impact factor: 2.883

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.