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Issue 84, 2020
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Rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes with cyclopropanol moiety leading to tetralone/exocyclic diene hybrid molecules

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Abstract

The rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes bearing a cyclopropanol moiety produced tetralone/exocyclic diene hybrid molecules with thermodynamically unfavorable alkene geometry. The results of control experiments and density functional theory calculations suggest that the ester tether plays an important role in the efficiency of E/Z isomerization processes.

Graphical abstract: Rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes with cyclopropanol moiety leading to tetralone/exocyclic diene hybrid molecules

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Article information


Submitted
10 Aug 2020
Accepted
15 Sep 2020
First published
16 Sep 2020

Chem. Commun., 2020,56, 12865-12868
Article type
Communication

Rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes with cyclopropanol moiety leading to tetralone/exocyclic diene hybrid molecules

T. Yasui, T. Kikuchi and Y. Yamamoto, Chem. Commun., 2020, 56, 12865
DOI: 10.1039/D0CC05429A

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