Synthesis of 1,3‐Cycloalkadienes from Cycloalkenes: Unprecedented Reactivity of Oxoammonium Salts | Zendy

Nagasawa Shota | Zendy; Sasano Yusuke | Zendy; Iwabuchi Yoshiharu | Zendy

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Synthesis of 1,3‐Cycloalkadienes from Cycloalkenes: Unprecedented Reactivity of Oxoammonium Salts

Author(s) -

Nagasawa Shota,

Sasano Yusuke,

Iwabuchi Yoshiharu

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201607752

Subject(s) - regioselectivity , chemistry , reactivity (psychology) , functional group , organic chemistry , polymer chemistry , medicinal chemistry , combinatorial chemistry , catalysis , polymer , medicine , alternative medicine , pathology

Abstract Few methods allow for the direct conversion of cycloalkenes into cycloalkadienes with high chemo‐ and regioselectivity. Herein, we report a convenient one‐pot process for this transformation that involves the unprecedented N‐preferential group transfer of N ‐oxoammonium salts to cycloalkenes, followed by Cope elimination, to afford cycloalkadienes at room temperature and pressure.

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