An approach to open-chain 1,5-stereocontrol using a silyl group

Authors
Fleming, I Ramarao, C
Citation
I. Fleming et C. Ramarao, An approach to open-chain 1,5-stereocontrol using a silyl group, CHEM COMMUN, (22), 2000, pp. 2185-2186
Citations number
19
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
22
Year of publication
2000
Pages
2185 - 2186
Database
ISI
SICI code
1359-7345(2000):22<2185:AATO1U>2.0.ZU;2-Z
Abstract
Nucleophilic attack by an ethylcuprate on the alpha,beta -unsaturated keton e 3 takes place anti to the silyl group to give largely (96:4) a single pro duct 4, fragmentation of which removes the silyl group, and reveals a pair of stereogenic centres having an open-chain 1,5 relationship 9.