Literature DB >> 19290654

Enantio- and diastereoselective tandem zn-promoted brook rearrangement/ene-allene carbocyclization reaction.

Rozalia Unger1, Fritz Weisser, Nicka Chinkov, Amnon Stanger, Theodore Cohen, Ilan Marek.   

Abstract

The zinc-catalyzed addition of various alkynes to acylsilanes followed by a Zn-Brook rearrangement and either the Zn-ene-allene or Zn-yne-allene cyclization led to the enantio- and diastereoselective formation of carbocycles in a single-pot operation.

Entities:  

Year:  2009        PMID： 19290654     DOI： 10.1021/ol9004036

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Copper-catalyzed enantioselective additions to oxocarbenium ions: alkynylation of isochroman acetals.

Authors:  Prantik Maity; Harathi D Srinivas; Mary P Watson
Journal:  J Am Chem Soc       Date:  2011-10-11       Impact factor: 15.419

2.  Benzyl and phenylthiomethyl silanes: a new class of bifunctional linchpins for type II anion relay chemistry (ARC).

Authors:  Amos B Smith; Rongbiao Tong
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

3.  A general protocol for radical anion [3 + 2] cycloaddition enabled by tandem Lewis acid photoredox catalysis.

Authors:  Adrian G Amador; Evan M Sherbrook; Zhan Lu; Tehshik P Yoon
Journal:  Synthesis (Stuttg)       Date:  2017-10-19       Impact factor: 3.157

4.  Direct synthesis and applications of solid silylzinc reagents.

Authors:  Revathi Chandrasekaran; Feba Thomas Pulikkottil; Krishna Suresh Elama; Ramesh Rasappan
Journal:  Chem Sci       Date:  2021-11-30       Impact factor: 9.825

5.  Cascade cyclization of alkene-tethered acylsilanes and allylic sulfones enabled by unproductive energy transfer photocatalysis.

Authors:  Yunxiao Zhang; Yizhi Zhang; Chen Ye; Xiaotian Qi; Li-Zhu Wu; Xiao Shen
Journal:  Nat Commun       Date:  2022-10-16       Impact factor: 17.694
  5 in total

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