Pyrones as Substrates for Palladium–Catalyzed [4 + 3] Cycloadditions | Zendy

Trost Barry M. | Zendy; Schneider Stephan | Zendy

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Pyrones as Substrates for Palladium–Catalyzed [4 + 3] Cycloadditions

Author(s) -

Trost Barry M.,

Schneider Stephan

Publication year - 1989

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198902131

Subject(s) - cycloaddition , palladium , reagent , catalysis , chemistry , ring (chemistry) , combinatorial chemistry , reaction mechanism , medicinal chemistry , computational chemistry , organic chemistry

A novel reaction of pyrones was observed upon treatment with the palladium complex 1 , a 4π‐electron reagent. Whereas pyrones normally behave as 2π‐electron substrates toward 4π‐electron systems, they undergo [4 + 3] cycloaddition with 1 to give seven‐membered ring compounds such as 2 and 3 . A two‐step mechanism for the cycloaddition is offered as an explanation for this behavior.

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