A Novel Route to Cyclopentane Derivatives: A Radical Chain Reaction | Zendy

Weinges By Klaus | Zendy; Sipos Wolfgang | Zendy

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A Novel Route to Cyclopentane Derivatives: A Radical Chain Reaction

Author(s) -

Weinges By Klaus,

Sipos Wolfgang

Publication year - 1987

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.198711521

Subject(s) - cyclopentane , reactivity (psychology) , chemistry , precondition , double bond , diene , radical cyclization , chain (unit) , medicinal chemistry , computational chemistry , organic chemistry , stereochemistry , computer science , physics , astronomy , medicine , natural rubber , alternative medicine , pathology , programming language

Different reactivity of the double bonds of the starting diene 1 is a precondition for its cyclization in the reaction with Hg(OAc) 2 in the presence of CaO and MeOH; reduction with NaBH 4 then affords 2 . The radical 3 is presumed to be an intermediate in the cyclization. Compound 2 is of interest as a starting material for the synthesis of iridoids as well as for the construction of di‐ and triquinane frameworks.

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