Literature DB >> 28605915

Palladium-Catalyzed Carboamination of Allylic Alcohols Using a Trifluoroacetaldehyde-Derived Tether.

Bastian Muriel1, Ugo Orcel1, Jerome Waser1.   

Abstract

The selective palladium-catalyzed carboamination of allylic alcohols is reported on the basis of the use of an easily introduced trifluoroacetaldehyde-derived tether. Aminoalkynylation reactions were realized using alkynyl bromides and commercially available phosphine ligands. For aminoarylations, a new biaryl phosphine ligand, "Fu-XPhos", was introduced to overcome a competitive Heck pathway. The carboamination products were obtained in high yields and diastereoselectivity. The tether could be easily removed to give value-added amino alcohol building blocks.

Entities:  

Year:  2017        PMID: 28605915     DOI: 10.1021/acs.orglett.7b01524

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


  4 in total

1.  Rhodium-catalyzed selective direct arylation of phosphines with aryl bromides.

Authors:  Dingyi Wang; Mingjie Li; Chengdong Shuang; Yong Liang; Yue Zhao; Minyan Wang; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2022-05-25       Impact factor: 17.694

2.  Palladium-Catalyzed trans-Hydroalkoxylation: Counterintuitive Use of an Aryl Iodide Additive to Promote C-H Bond Formation.

Authors:  Ashis Das; Luca Buzzetti; Mikus Puriņš; Jerome Waser
Journal:  ACS Catal       Date:  2022-06-13       Impact factor: 13.700

3.  Pd(II)-Catalyzed Aminoacetoxylation of Alkenes Via Tether Formation.

Authors:  Thomas Rossolini; Ashis Das; Stefano Nicolai; Jérôme Waser
Journal:  Org Lett       Date:  2022-07-11       Impact factor: 6.072

4.  Enantioselective Carboetherification/Hydrogenation for the Synthesis of Amino Alcohols via a Catalytically Formed Chiral Auxiliary.

Authors:  Luca Buzzetti; Mikus Puriņš; Phillip D G Greenwood; Jerome Waser
Journal:  J Am Chem Soc       Date:  2020-10-02       Impact factor: 15.419

  4 in total

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