Literature DB >> 27901300

Regio- and Enantioselective Cobalt-Catalyzed Sequential Hydrosilylation/Hydrogenation of Terminal Alkynes.

Jun Guo1, Xuzhong Shen1, Zhan Lu1.   

Abstract

A highly regio- and enantioselective cobalt-catalyzed sequential hydrosilylation/hydrogenation of alkynes was developed to afford chiral silanes. This one-pot method is operationally simple and atom economic. It makes use of relatively simple and readily available starting materials, namely alkynes, silanes, and hydrogen gas, to construct more valuable chiral silanes. Primary mechanistic studies demonstrated that highly regioselective hydrosilylation of alkynes with silanes occurred as a first step, and the subsequent cobalt-catalyzed asymmetric hydrogenation of the resulting vinylsilanes showed good enantioselectivity.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkynes; cobalt; hydrogenation; hydrosilylation; silanes

Year:  2016        PMID: 27901300     DOI: 10.1002/anie.201610121

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


  9 in total

1.  Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes.

Authors:  Caizhi Wu; Shaozhong Ge
Journal:  Chem Sci       Date:  2020-02-05       Impact factor: 9.825

2.  Access to stereodefined (Z)-allylsilanes and (Z)-allylic alcohols via cobalt-catalyzed regioselective hydrosilylation of allenes.

Authors:  Chao Wang; Wei Jie Teo; Shaozhong Ge
Journal:  Nat Commun       Date:  2017-12-22       Impact factor: 14.919

3.  Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes.

Authors:  Hui Leng Sang; Songjie Yu; Shaozhong Ge
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

4.  Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles.

Authors:  Michael W Gribble; Michael T Pirnot; Jeffrey S Bandar; Richard Y Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2017-02-01       Impact factor: 15.419

5.  Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes.

Authors:  Guojiao Wu; Uttam Chakraborty; Axel Jacobi von Wangelin
Journal:  Chem Commun (Camb)       Date:  2018-10-30       Impact factor: 6.222

6.  Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-07-26       Impact factor: 9.825

7.  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

8.  Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage.

Authors:  Chenhui Chen; Hongliang Wang; Yufeng Sun; Jiayan Cui; Jianbo Xie; Yang Shi; Shijia Yu; Xin Hong; Zhan Lu
Journal:  iScience       Date:  2020-03-17

Review 9.  Recent Advances in Catalytic Hydrosilylations: Developments beyond Traditional Platinum Catalysts.

Authors:  Leandro Duarte de Almeida; Hongli Wang; Kathrin Junge; Xinjiang Cui; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-01       Impact factor: 16.823

  9 in total

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