Literature DB >> 29589919

Iron-Catalyzed Highly Enantioselective Hydrosilylation of Unactivated Terminal Alkenes.

Biao Cheng1, Wenbo Liu1, Zhan Lu1.   

Abstract

The iron-catalyzed highly Markovnikov-type selective and enantioselective hydrosilylation of terminal aliphatic alkenes with good functional group tolerance is developed. This operationally simple protocol uses earth-abundant transition metal catalyst, readily available aliphatic alkenes and hydrosilanes to construct valuable chiral organosilanes with better than 99% ee in most cases. The chiral aliphatic alkan-2-ol and chiral dihydroxysilane as an analogue of ketone could be efficiently synthesized via further derivatization of chiral organosilanes without any racemization.

Entities:  

Year:  2018        PMID: 29589919     DOI: 10.1021/jacs.8b01638

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Enantioconvergent Cross-Couplings of Alkyl Electrophiles: The Catalytic Asymmetric Synthesis of Organosilanes.

Authors:  Gregg M Schwarzwalder; Carson D Matier; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-06       Impact factor: 15.336

3.  Enantioselective Cu-catalyzed double hydroboration of alkynes to access chiral gem-diborylalkanes.

Authors:  Shengnan Jin; Jinxia Li; Kang Liu; Wei-Yi Ding; Shuai Wang; Xiujuan Huang; Xue Li; Peiyuan Yu; Qiuling Song
Journal:  Nat Commun       Date:  2022-06-20       Impact factor: 17.694

4.  FeCl2-Mediated Rearrangement of Allylic Alcohols.

Authors:  Anita A Oppong-Quaicoe; Brenton DeBoef
Journal:  ACS Omega       Date:  2019-03-29

5.  Stereospecific and Chemoselective Copper-Catalyzed Deaminative Silylation of Benzylic Ammonium Triflates.

Authors:  Jonas Scharfbier; Benjamin M Gross; Martin Oestreich
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-04       Impact factor: 15.336

6.  Ligand-promoted cobalt-catalyzed radical hydroamination of alkenes.

Authors:  Xuzhong Shen; Xu Chen; Jieping Chen; Yufeng Sun; Zhaoyang Cheng; Zhan Lu
Journal:  Nat Commun       Date:  2020-02-07       Impact factor: 14.919

7.  Stereospecific Si-C coupling and remote control of axial chirality by enantioselective palladium-catalyzed hydrosilylation of maleimides.

Authors:  Xing-Wei Gu; Yu-Li Sun; Jia-Le Xie; Xing-Ben Wang; Zheng Xu; Guan-Wu Yin; Li Li; Ke-Fang Yang; Li-Wen Xu
Journal:  Nat Commun       Date:  2020-06-09       Impact factor: 14.919

8.  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

9.  A β-diketiminate manganese catalyst for alkene hydrosilylation: substrate scope, silicone preparation, and mechanistic insight.

Authors:  Tufan K Mukhopadhyay; Marco Flores; Thomas L Groy; Ryan J Trovitch
Journal:  Chem Sci       Date:  2018-08-15       Impact factor: 9.825

10.  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
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