Literature DB >> 26473619

Gold(I)-Assisted α-Allylation of Enals and Enones with Alcohols.

Marco Michele Mastandrea1, Niall Mellonie1, Pietro Giacinto1, Alba Collado2, Steven P Nolan2,3, Gian Pietro Miscione1,4, Andrea Bottoni1, Marco Bandini5.   

Abstract

The intermolecular α-allylation of enals and enones occurs by the condensation of variously substituted allenamides with allylic alcohols. Cooperative catalysis by [Au(ItBu)NTf2] and AgNTf2 enables the synthesis of a range of densely functionalized α-allylated enals, enones, and acyl silanes in good yield under mild reaction conditions. DFT calculations support the role of an α-gold(I) enal/enone as the active nucleophilic species.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; allylation; gold catalysis; reaction mechanisms; unsaturated carbonyl compounds

Year:  2015        PMID: 26473619     DOI: 10.1002/anie.201507218

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors:  Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2020-04-30       Impact factor: 4.036

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.