Literature DB >> 30063284

Enantioselective Construction of Silicon-Stereogenic Silanes by Scandium-Catalyzed Intermolecular Alkene Hydrosilylation.

Gu Zhan1, Huai-Long Teng2, Yong Luo1, Shao-Jie Lou2, Masayoshi Nishiura1,2, Zhaomin Hou1,2.   

Abstract

The catalytic asymmetric construction of silicon-stereogenic silanes is of great interest and significance, but has met with only limited success to date. We herein report the enantioselective hydrosilylation of alkenes with dihydrosilanes by a chiral half-sandwich scandium catalyst, which constitutes an efficient and general route for the synthesis of a wide range of enantioenriched silicon-stereogenic silanes from easily accessible starting materials. This reaction features a broad substrate scope, high yields, and high enantioselectivity. Some of the chiral tertiary silane products were also converted into valuable derivatives, such as chiral silanol, quaternary silane, and benzosilole compounds.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; hydrosilylation; rare earths; scandium; silicon-stereogenic silanes

Year:  2018        PMID: 30063284     DOI: 10.1002/anie.201807493

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


  4 in total

1.  Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes via chirality transfer from silicon to carbon.

Authors:  Ya Wu; Hua Chen; Wenyu Yang; Yu Fan; Lu Gao; Zhishan Su; Changwei Hu; Zhenlei Song
Journal:  RSC Adv       Date:  2019-08-21       Impact factor: 4.036

2.  Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers.

Authors:  Hui Zhou; Jung Tae Han; Nils Nöthling; Monika M Lindner; Judith Jenniches; Clemens Kühn; Nobuya Tsuji; Li Zhang; Benjamin List
Journal:  J Am Chem Soc       Date:  2022-06-01       Impact factor: 16.383

3.  Visible-light-mediated deuteration of silanes with deuterium oxide.

Authors:  Rong Zhou; Jiesheng Li; Han Wen Cheo; Rachel Chua; Gu Zhan; Zhaomin Hou; Jie Wu
Journal:  Chem Sci       Date:  2019-07-08       Impact factor: 9.825

4.  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
  4 in total

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