Titanium( II )‐Mediated Intramolecular Cyclizations of 2, 7‐ and 2, 8‐Bis‐Unsaturated Carbonates and Acetates: A New and Efficient Synthesis of Cycloalkanes | Zendy

Takayama Yuuki | Zendy; Gao Yuan | Zendy; Sato Fumie | Zendy

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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.

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