Silylcupration of 1,3-dienes followed by an electrophilic trapping reaction

Authors
Liepins, V Backvall, JE
Citation
V. Liepins et Je. Backvall, Silylcupration of 1,3-dienes followed by an electrophilic trapping reaction, ORG LETT, 3(12), 2001, pp. 1861-1864
Citations number
50
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
12
Year of publication
2001
Pages
1861 - 1864
Database
ISI
SICI code
1523-7060(20010614)3:12<1861:SO1FBA>2.0.ZU;2-A
Abstract
[GRAPHICS] Silylcupration reaction of 1,3-dienes with a cyanocuprate reagent, PhMe2SiC uCNLi, followed by an electrophilic trapping has been reported for the firs t time. The use of allylic phosphates as electrophiles resulted in a highly regioselective reaction with overall 1,4-addition of the silyl and allyl m oieties across the diene.