Intramolecular Concerted Insertion of Vinyl Cations into CH Bonds: Hydroalkylating Cyclization of Alkynes with Alkyl Chloroformates To Give Cyclopentanes

Tying the knot: In analogy to singlet carbenes, vinyl cations insert into CH bonds in a concerted intramolecular reaction, as shown by experimental investigations and quantum mechanical calculations. This reaction is useful for the synthesis of cyclopentane derivatives.

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Veröffentlicht in:Angewandte Chemie International Edition 2006-05, Vol.45 (19), p.3076-3079
Hauptverfasser: Biermann, Ursula, Koch, Rainer, Metzger, Jürgen O.
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container_title Angewandte Chemie International Edition
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creator Biermann, Ursula
Koch, Rainer
Metzger, Jürgen O.
description Tying the knot: In analogy to singlet carbenes, vinyl cations insert into CH bonds in a concerted intramolecular reaction, as shown by experimental investigations and quantum mechanical calculations. This reaction is useful for the synthesis of cyclopentane derivatives.
doi_str_mv 10.1002/anie.200504288
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source Wiley Online Library Journals Frontfile Complete
subjects alkylation
alkynes
cyclopentanes
CH insertion
vinyl cations
title Intramolecular Concerted Insertion of Vinyl Cations into CH Bonds: Hydroalkylating Cyclization of Alkynes with Alkyl Chloroformates To Give Cyclopentanes
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