TY - JOUR
T1 - 1-Vinyl-4-methyl-2,6,7-trioxabicyclo[2.2.2]octanes
T2 - Unsaturated homoenolate anion equivalents
AU - Richardson, Stewart K.
AU - Jeganathan, Alwarsamy
AU - Watt, David S.
PY - 1987
Y1 - 1987
N2 - The metalation of (E)-1-(2-chlorovinyl)- or (E)-1-(2-bromovinyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane with tert-butyllithium produced an unsaturated homoenolate anion equivalent which intercepted alkyl halides, aldehydes, ketones, and lactones to afford β-alkylated or β-acylated orthoesters, which, in turn, furnished β-substituted acrylate esters.
AB - The metalation of (E)-1-(2-chlorovinyl)- or (E)-1-(2-bromovinyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane with tert-butyllithium produced an unsaturated homoenolate anion equivalent which intercepted alkyl halides, aldehydes, ketones, and lactones to afford β-alkylated or β-acylated orthoesters, which, in turn, furnished β-substituted acrylate esters.
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U2 - 10.1016/S0040-4039(00)96117-3
DO - 10.1016/S0040-4039(00)96117-3
M3 - Article
AN - SCOPUS:0000207446
SN - 0040-4039
VL - 28
SP - 2335
EP - 2338
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 21
ER -