Ring opening of cyclopropane in tricyclo[4.3.0.0 2,9]nonan-3-one with electrophile-nucleophile reagents

Four tricyclo[4.3.0.0 2,9]nonan-3-one systems were treated with TBDMSI, TMSTFA and TMSTFA/NaSPh, affording different cyclopropane cleavage products, depending on the location of the substituent and the nature of the reagent. Four tricyclo[4.3.0.0 2,9]nonan-3-one systems were treated with TBDMSI, TMS...

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Bibliographic Details
Published inTetrahedron Vol. 55; no. 3; pp. 847 - 860
Main Authors Fernandez-Mateos, A, Alonso, JJP, Gonzalez, RR
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 15.01.1999
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ESTERS
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Summary:Four tricyclo[4.3.0.0 2,9]nonan-3-one systems were treated with TBDMSI, TMSTFA and TMSTFA/NaSPh, affording different cyclopropane cleavage products, depending on the location of the substituent and the nature of the reagent. Four tricyclo[4.3.0.0 2,9]nonan-3-one systems were treated with TBDMSI, TMSTFA and TMSTFA/NaSPh, affording different cyclopropane cleavage products, depending on the location of the substituent and the nature of the reagent.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(98)01075-8