Literature DB >> 29210431

Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols.

Ivan Šolić1, Pattarakiat Seankongsuk, Joanna Kejun Loh, Tirayut Vilaivan, Roderick W Bates.   

Abstract

Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a "hidden Brønsted acid" mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor too electron poor. It is shown that this allows useful selectivity. The reaction also works for benzyhydryl alcohols with broader scope. The reaction may also be catalysed by Nafion.

Entities:  

Year:  2017        PMID: 29210431     DOI: 10.1039/c7ob02219k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl3 through Friedel-Crafts Alkylation and Post-Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina.

Authors:  Guga Suri; Fengying Liang; Mixia Hu; Meiling Wang; Ren Bu; Xiaoying Zhang; Hui Wang; Wenyan Dong; Chaolu Eerdun; Akihiko Tsuda
Journal:  ChemistryOpen       Date:  2022-05       Impact factor: 2.630

2.  Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1'-diarylbutyl pharmacophore.

Authors:  Nivedita S Mahajani; John D Chisholm
Journal:  Org Biomol Chem       Date:  2018-05-30       Impact factor: 3.876

  2 in total

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