Silyl-cupration of an acetylene followed by ring-formation

Citation
I. Fleming et Em. De Marigorta, Silyl-cupration of an acetylene followed by ring-formation, J CHEM S P1, (8), 1999, pp. 889-900
Citations number
48
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
8
Year of publication
1999
Pages
889 - 900
Database
ISI
SICI code
0300-922X(19990421):8<889:SOAAFB>2.0.ZU;2-3
Abstract
The acetylenes 1a-e undergo silyl-cupration followed by cyclisation, the ac etylenes 1f-1h react with the silyl-cuprate reagent more rapidly at the alt ernative electrophilic site, and the acetylenes 1i, 1j and 17 give relative ly low yields of cyclic products amongst others. Ring-formation is, unusual ly, a not particularly favourable pathway.