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New Donor‐Substituted Vinyl‐ and Alkynylcyclopropanes as Synthetic Building Blocks
Author(s) -
Keyaniyan Schahab,
Apel Michael,
Richmond Joe Pierce,
de Meijere Armin
Publication year - 1985
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.198507701
Subject(s) - cyclopentene , derivative (finance) , thermal decomposition , chemistry , organic chemistry , business , catalysis , finance
The enhancement of the rate of the vinylcyclopropane‐cyclopentene rearrangement by donor substituents has been used for the construction of the triquinane skeletal structure. The vinylcyclopropane 1 is first converted into the corresponding ethynyl derivative, which, upon reaction with cyclopentene and CO, yields the vinylcyclopropane derivative 2. Flash thermolysis leads to 3.