Literature DB >> 25491349

Rhodium-catalyzed asymmetric synthesis of silicon-stereogenic dibenzosiloles by enantioselective [2+2+2] cycloaddition.

Ryo Shintani1, Chihiro Takagi, Tomoaki Ito, Masanobu Naito, Kyoko Nozaki.   

Abstract

A rhodium-catalyzed asymmetric synthesis of silicon-stereogenic dibenzosiloles has been developed through a [2+2+2] cycloaddition of silicon-containing prochiral triynes with internal alkynes. High yields and enantioselectivities have been achieved by employing an axially chiral monophosphine ligand, and the present catalysis is also applicable to the asymmetric synthesis of a germanium-stereogenic dibenzogermole. Preliminary studies on the optical properties of these compounds are also described.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; cycloaddition; dibenzosilole; rhodium; silicon

Year:  2014        PMID: 25491349     DOI: 10.1002/anie.201409733

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


  6 in total

1.  Gold(I)-Catalyzed Desymmetrization of 1,4-Dienes by an Enantioselective Tandem Alkoxylation/Claisen Rearrangement.

Authors:  Hongmiao Wu; Weiwei Zi; Guigen Li; Hongjian Lu; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-01       Impact factor: 15.336

2.  Group 4 Diarylmetallocenes as Bespoke Aryne Precursors for Titanium-Catalyzed [2 + 2 + 2] Cycloaddition of Arynes and Alkynes.

Authors:  Benjamin R Reiner; Ian A Tonks
Journal:  Inorg Chem       Date:  2019-06-12       Impact factor: 5.165

3.  Rhodium-catalyzed asymmetric synthesis of silicon-stereogenic silicon-bridged arylpyridinones.

Authors:  Ryo Shintani; Ryo Takano; Kyoko Nozaki
Journal:  Chem Sci       Date:  2015-11-09       Impact factor: 9.825

4.  Intramolecular Chain Hydrosilylation of Alkynylphenylsilanes Using a Silyl Cation as a Chain Carrier.

Authors:  Hidekazu Arii; Kenichi Nakabayashi; Kunio Mochida; Takayuki Kawashima
Journal:  Molecules       Date:  2016-08-01       Impact factor: 4.411

5.  A high-activity cobalt-based MOF catalyst for [2 + 2 + 2] cycloaddition of diynes and alkynes: insights into alkyne affinity and selectivity control.

Authors:  Fen Xu; Xiao-Ju Si; Xiao-Ning Wang; Hao-Dong Kou; Di-Ming Chen; Chun-Sen Liu; Miao Du
Journal:  RSC Adv       Date:  2018-01-29       Impact factor: 3.361

6.  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

  6 in total

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