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Issue 89, 2012
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Study on the coupling of acyclic esters with alkenes – the synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide

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Abstract

The radical cyclization between aliphatic acyclic esters and alkenes was achieved unprecedentedly in the presence of allylsamarium bromide with HMPA and H2O as additives. The cascade radical cyclization–ring-opening–anionic cyclization allowed facile and efficient access to 2-(2-hydroxyalkyl)cyclopropanols from readily available materials.

Graphical abstract: Study on the coupling of acyclic esters with alkenes – the synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide

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Publication details

The article was received on 28 Jun 2012, accepted on 18 Sep 2012 and first published on 19 Sep 2012


Article type: Communication
DOI: 10.1039/C2CC34630C
Citation: Chem. Commun., 2012,48, 11026-11028
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    Study on the coupling of acyclic esters with alkenes – the synthesis of 2-(2-hydroxyalkyl)cyclopropanols via cascade cyclization using allylsamarium bromide

    Y. Tu, L. Zhou, R. Yin, X. Lv, R. A. Flowers II, K. A. Choquette, H. Liu, Q. Niu and X. Wang, Chem. Commun., 2012, 48, 11026
    DOI: 10.1039/C2CC34630C

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