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2,7,9‐Trimethylenetricyclo[4.3.0.0 3,8 ]‐non‐4‐ene
Author(s) -
Herb Thilo,
Gleiter Rolf
Publication year - 1996
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.199623681
Subject(s) - swern oxidation , ene reaction , ketone , chemistry , double bond , tricyclic , stereochemistry , medicinal chemistry , organic chemistry , dimethyl sulfoxide
The first C 12 H 12 hydrocarbon with a central tricyclic skeleton and four double bonds (1) has been synthesized. In the most successful approach 2 , obtained from the corresponding ketone by treatment with MeLi, was transformed into the tetraene 1 by elimination of water under mild conditions with (COCl) 2 /DMSO/NEt 3 (the Swern conditions).