86726-13-8Relevant articles and documents
UNUSUAL FRIEDEL-CRAFTS REACTIONS-VI. SYNTHESIS OF ETHYL 6-(2-HYDROXYPHENYL)-2-CARBETHOXY-4-HEXENOATES BY REACTION OF METAL PHENOLATES WITH DIETHYL 2-VINYLCYCLOPROPANE-1,1-DICARBOXYLATES
Sartori, Giovanni,Bigi, Franca,Casiraghi, Giovanni,Casnati, Giuseppe
, p. 1761 - 1764 (2007/10/02)
A mild synthesis of ethyl 6-(2-hydroxyphenyl)-2-carbethoxy-4-hexenoates (4) (SnCl4-promoted o-specific alkylation of potassium phenolates 1 with diethyl vinylcyclopropane-1,1-dicarboxylates 2) involves an oriented hexacoordinated substrate-reagent complex 3, accounting for both o-specific attack on the phenol, and 1,7-homoconjugate addition to the vinylcyclopropane.