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2004
Polyvalent phenols
Q 0190
Buffer-Induced, Selective Mono-C-Alkylation of Phloroglucinol: Application to
Synthesis of an Advanced Intermediate of Catechin. — Allyl, benzyl, and
44- 084 the
cinnamyl halides undergo the title reaction with phloroglucinol (I) under optimized
conditions. The use of water as solvent limits the over-alkylation in the case of bromides (II), whereas in the case of chlorides (V) and (VII) aqueous ethanol or aqueous
ethanol/THF as solvents prevent the formation of regioisomers. — (GISSOT, A.;
WAGNER*, A.; MIOSKOWSKI, C.; Tetrahedron 60 (2004) 32, 6807-6812; Lab.
Synth. Bio-Org., CNRS, Fac. Pharm., Univ. Louis Pasteur, F-67401 Illkirch, Fr.;
Eng.) — Klein
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