Photooxygenation of Masked  o‐ Benzoquinones: An Efficient Entry into Highly Functionalized Cyclopentenones from 2‐Methoxyphenols | Zendy

Kao TzuChiao | Zendy; Chuang Gary Jing | Zendy; Liao ChunChen | Zendy

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Photooxygenation of Masked o‐ Benzoquinones: An Efficient Entry into Highly Functionalized Cyclopentenones from 2‐Methoxyphenols

Author(s) -

Kao TzuChiao,

Chuang Gary Jing,

Liao ChunChen

Publication year - 2008

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.200802130

Subject(s) - photooxygenation , singlet oxygen , cycloaddition , chemistry , singlet state , cyclopentenone , combinatorial chemistry , variety (cybernetics) , computer science , stereochemistry , oxygen , organic chemistry , catalysis , physics , artificial intelligence , nuclear physics , excited state

MOB tactics : A novel oxidation of masked o‐ benzoquinones (MOBs) 1 occurs by singlet‐oxygen‐triggered ring contraction to form cyclopentenone derivatives 2 and by [4+2] cycloaddition to give endoperoxides 3 . The competing pathways are directed by solvents and allow access to a variety of functionalized cyclopentenes.

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