Literature DB >> 34498848

Low-Valent Tungsten Catalysis Enables Site-Selective Isomerization-Hydroboration of Unactivated Alkenes.

Tanner C Jankins1, Raul Martin-Montero2, Phillippa Cooper1, Ruben Martin2,3, Keary M Engle1.   

Abstract

A tungsten-catalyzed hydroboration of unactivated alkenes at distal C(sp3)-H bonds aided by native directing groups is described herein. The method is characterized by its simplicity, exquisite regio- and chemoselectivity, and wide substrate scope, offering a complementary site-selectivity pattern to other metal-catalyzed borylation reactions and chain-walking protocols.

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Year:  2021        PMID: 34498848      PMCID: PMC8958473          DOI: 10.1021/jacs.1c07162

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   16.383


  27 in total

1.  Remote carboxylation of halogenated aliphatic hydrocarbons with carbon dioxide.

Authors:  Francisco Juliá-Hernández; Toni Moragas; Josep Cornella; Ruben Martin
Journal:  Nature       Date:  2017-05-03       Impact factor: 49.962

2.  Si-H Bond Activation with Bullock's Cationic Tungsten(II) Catalyst: CO as Cooperating Ligand.

Authors:  Julien Fuchs; Elisabeth Irran; Peter Hrobárik; Hendrik F T Klare; Martin Oestreich
Journal:  J Am Chem Soc       Date:  2019-11-15       Impact factor: 15.419

3.  Transition metal-catalyzed alkene isomerization as an enabling technology in tandem, sequential and domino processes.

Authors:  Daniele Fiorito; Simone Scaringi; Clément Mazet
Journal:  Chem Soc Rev       Date:  2020-12-09       Impact factor: 54.564

Review 4.  Remote functionalization through alkene isomerization.

Authors:  Alexandre Vasseur; Jeffrey Bruffaerts; Ilan Marek
Journal:  Nat Chem       Date:  2016-03       Impact factor: 24.427

5.  Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts.

Authors:  Margaret L Scheuermann; Elizabeth J Johnson; Paul J Chirik
Journal:  Org Lett       Date:  2015-05-26       Impact factor: 6.005

6.  A mild Ni/Cu-catalyzed silylation via C-O cleavage.

Authors:  Cayetana Zarate; Ruben Martin
Journal:  J Am Chem Soc       Date:  2014-02-03       Impact factor: 15.419

7.  Efficient amide-directed catalytic asymmetric hydroboration.

Authors:  Sean M Smith; Nathan C Thacker; James M Takacs
Journal:  J Am Chem Soc       Date:  2008-03-01       Impact factor: 15.419

Review 8.  Copper-boryl mediated organic synthesis.

Authors:  David Hemming; Russell Fritzemeier; Stephen A Westcott; Webster L Santos; Patrick G Steel
Journal:  Chem Soc Rev       Date:  2018-10-01       Impact factor: 54.564

Review 9.  Walking Metals for Remote Functionalization.

Authors:  Heiko Sommer; Francisco Juliá-Hernández; Ruben Martin; Ilan Marek
Journal:  ACS Cent Sci       Date:  2018-02-08       Impact factor: 14.553

10.  Asymmetric remote C-H borylation of internal alkenes via alkene isomerization.

Authors:  Xu Chen; Zhaoyang Cheng; Jun Guo; Zhan Lu
Journal:  Nat Commun       Date:  2018-09-26       Impact factor: 14.919

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