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Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes

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Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes. / McLaughlin, Mark; Cooke, Matthew J.
In: The Journal of Organic Chemistry, Vol. 77, No. 4, 17.02.2012, p. 2058-2063.

Research output: Contribution to Journal/MagazineJournal articlepeer-review

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McLaughlin M, Cooke MJ. Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes. The Journal of Organic Chemistry. 2012 Feb 17;77(4):2058-2063. Epub 2012 Jan 10. doi: 10.1021/jo202560g

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McLaughlin, Mark ; Cooke, Matthew J. / Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes. In: The Journal of Organic Chemistry. 2012 ; Vol. 77, No. 4. pp. 2058-2063.

Bibtex

@article{34358109094c4dd59ff120bca9e0eb02,
title = "Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes",
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.",
author = "Mark McLaughlin and Cooke, {Matthew J.}",
year = "2012",
month = feb,
day = "17",
doi = "10.1021/jo202560g",
language = "English",
volume = "77",
pages = "2058--2063",
journal = "The Journal of Organic Chemistry",
number = "4",

}

RIS

TY - JOUR

T1 - Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes

AU - McLaughlin, Mark

AU - Cooke, Matthew J.

PY - 2012/2/17

Y1 - 2012/2/17

N2 - 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.

AB - 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.

U2 - 10.1021/jo202560g

DO - 10.1021/jo202560g

M3 - Journal article

VL - 77

SP - 2058

EP - 2063

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 4

ER -