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Synthesis and Dimerization of Bicyclo [4.4.1] undec‐1 (11)‐ene, a Bridged trans ‐Cycloheptene
Author(s) -
Becker Konrad B.,
Chappuis Jacques L.
Publication year - 1979
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19790620106
Subject(s) - chemistry , cycloheptene , bicyclic molecule , cyclopropane , intramolecular force , ene reaction , furan , stereochemistry , olefin fiber , ring (chemistry) , wittig reaction , heptene , organic chemistry , catalysis
The synthesis of bicyclo [4.4.1] undec‐1 (11)‐ene ( 5 ) by intramolecular Wittig reaction is described. The Bredt olefin could not be isolated, but dimerized rapidly to a novel compound 15 containing a cyclopropane ring. The olefin 5 was trapped in situ by 2,5‐diphenylbenzo [ c ]furan.
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