Literature DB >> 22235747

Domino alkene-isomerization-Claisen rearrangement strategy to substituted allylsilanes.

Mark G McLaughlin1, Matthew J Cook.   

Abstract

A one-pot isomerization-Claisen protocol has been developed for the synthesis of highly substituted allylsilanes. Monosilylated divinyl ethers can be isomerized using a cationic iridium(I) catalyst followed by a thermal Claisen rearrangement to provide the allylsilanes in excellent yields and diastereoselectivities.

Entities:  

Year:  2012        PMID: 22235747     DOI: 10.1021/jo202560g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  3-Bromopenta-2,4-dienylsilane: a useful reagent for the preparation of [3]dendralenes and polycyclic compounds.

Authors:  Mohammed Rahif; Maryline Roux; Jérôme Thibonnet; Jean-Luc Parrain
Journal:  Mol Divers       Date:  2013-01-12       Impact factor: 2.943

2.  Stereoselective tandem iridium-catalyzed alkene isomerization-cope rearrangement of ω-diene epoxides: efficient access to acyclic 1,6-dicarbonyl compounds.

Authors:  Rahul Suresh; Itai Massad; Ilan Marek
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

  2 in total

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