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Titanium( II )‐Mediated Intramolecular Cyclizations of 2, 7‐ and 2, 8‐Bis‐Unsaturated Carbonates and Acetates: A New and Efficient Synthesis of Cycloalkanes
Author(s) -
Takayama Yuuki,
Gao Yuan,
Sato Fumie
Publication year - 1997
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.199708511
Subject(s) - chemistry , bicyclic molecule , alkyl , titanium , aryl , intramolecular force , medicinal chemistry , stereochemistry , organic chemistry
An ideal supplement to Li−, Mg−, and Zn–ene reactions is provided by the cyclization of 2,7‐ and 2,8‐dienes, ‐enynes, and ‐diynes having a leaving group at the C1 position with the Ti II equivalent 1 (see below; R = R′ = alkyl, aryl). In this reaction, the alkenyltitanium intermediate is presumably formed via a bicyclic titanium compound and not via an open‐chain alkenyltitanium compound.