Literature DB >> 21695315

Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III).

Takashi Ohshima1, Yasuhito Nakahara, Junji Ipposhi, Yoshiki Miyamoto, Kazushi Mashima.   

Abstract

A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(III) under mild conditions.

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Year:  2011        PMID: 21695315     DOI: 10.1039/c1cc12760h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Synthetic Studies on Tricyclic Diterpenoids: Direct Allylic Amination Reaction of Isopimaric Acid Derivatives.

Authors:  Mariya A Timoshenko; Yurii V Kharitonov; Makhmut M Shakirov; Irina Yu Bagryanskaya; Elvira E Shults
Journal:  ChemistryOpen       Date:  2015-10-28       Impact factor: 2.911

2.  B(C6F5)3 catalyzed direct nucleophilic substitution of benzylic alcohols: an effective method of constructing C-O, C-S and C-C bonds from benzylic alcohols.

Authors:  Shan-Shui Meng; Qian Wang; Gong-Bin Huang; Li-Rong Lin; Jun-Ling Zhao; Albert S C Chan
Journal:  RSC Adv       Date:  2018-09-03       Impact factor: 3.361

3.  Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols.

Authors:  Eloi Coutant; Paul C Young; Graeme Barker; Ai-Lan Lee
Journal:  Beilstein J Org Chem       Date:  2013-09-04       Impact factor: 2.883

  3 in total

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