Literature DB >> 21648455

Ring strain-promoted allylic transposition of cyclic silyl ethers.

Ivan Volchkov1, Sangho Park, Daesung Lee.   

Abstract

Relief of the ring strain of medium-sized rings promotes a regioselective allylic transposition of a C-O bond when catalyzed by rhenium oxide. Through the allylic transposition, eight-membered cyclic silyl ethers undergo ring contraction to the corresponding six-membered siloxacycles.

Entities:  

Year:  2011        PMID: 21648455     DOI: 10.1021/ol2013473

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


  4 in total

1.  Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using N-Hydroxyphthalimide and Molecular Oxygen in the Dark.

Authors:  T E Anderson; K A Woerpel
Journal:  Org Lett       Date:  2020-07-09       Impact factor: 6.005

2.  Palladium-Catalyzed Asymmetric Alkylation in the Synthesis of Cyclopentanoid and Cycloheptanoid Core Structures Bearing All-Carbon Quaternary Stereocenters.

Authors:  Allen Y Hong; Nathan B Bennett; Michael R Krout; Thomas Jensen; Andrew M Harned; Brian M Stoltz
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

3.  Synthesis of substituted Z-styrenes by Hiyama-type coupling of oxasilacycloalkenes: application to the synthesis of a 1-benzoxocane.

Authors:  James R Vyvyan; Courtney A Engles; Scott L Bray; Erik D Wold; Christopher L Porter; Mikhail O Konev
Journal:  Beilstein J Org Chem       Date:  2017-10-11       Impact factor: 2.883

4.  Re2O7-catalyzed reaction of hemiacetals and aldehydes with O-, S-, and C-nucleophiles.

Authors:  Wantanee Sittiwong; Michael W Richardson; Charles E Schiaffo; Thomas J Fisher; Patrick H Dussault
Journal:  Beilstein J Org Chem       Date:  2013-07-30       Impact factor: 2.883

  4 in total

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