Premium
Fulvenes from Enediynes: Regioselective Electrophilic Domino and Tandem Cyclizations of Enynes and Oligoynes
Author(s) -
Schreiner Peter R.,
Prall Matthias,
Lutz Volker
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200351195
Subject(s) - regioselectivity , electrophile , domino , fulvenes , tandem , naphthalene , halogenation , chemistry , organic chemistry , combinatorial chemistry , computer science , engineering , catalysis , aerospace engineering
Complementary products : the electrophilic cyclizations of ortho ‐benzooligoynes upon bromination give benzopentafulvenes with orthogonal, peripheral phenyl groups. In contrast, the thermal cyclizations of the same starting materials give naphthalene derivatives. This strategy was used for the synthesis of anellated benzopentafulvenes in domino reactions.