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An Expeditious Synthesis of Heptalene from Naphthalene via a Bis(bicyclo[1.1.0]butane) Intermediate
Author(s) -
Paquette Leo A.,
Browne Alan R.,
Chamot Ernest
Publication year - 1979
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.197905461
Subject(s) - naphthalene , bicyclic molecule , butane , chemistry , hydrocarbon , carbene , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
A new expeditious entry to heptalene involves six steps starting from naphthalene via isotetralin and the polyclic hydrocarbon (1) . The method capitalizes on the regiospecificity of double carbene insertion to give (1) and the ability of Ag + to isomerize bicyclobutanes.
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