INTRAMOLECULAR METALLO-ENE-ALLENE REACTIONS - A NEW CARBOCYCLES SYNTHESIS

Authors
MEYER C MAREK I COURTEMANCHE G NORMANT JF
Citation
C. Meyer et al., INTRAMOLECULAR METALLO-ENE-ALLENE REACTIONS - A NEW CARBOCYCLES SYNTHESIS, Journal of organic chemistry, 60(4), 1995, pp. 863-871
Citations number
57
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
4
Year of publication
1995
Pages
863 - 871
Database
ISI
SICI code
0022-3263(1995)60:4<863:IMR-AN>2.0.ZU;2-V
Abstract
Polysubstituted enynes have been lithiated on the propargylic position , and transmetalation to the corresponding zinc reagents promotes an e asy cyclization reaction leading to polysubstituted cyclopentylmethylz inc derivatives. This cyclization is stereospecific, and a single dias tereoisomer is formed, even when a tertiary and a quaternary center ar e linked in the process. The reaction is considered to take place via a metallo-ene-allene process.