Fluoro??or Trifluoromethyl??Substituted Benzyl and Phenethyl Alcohols: Substrates for Metal??Mediated Site??Selective Functionalization

…, A Spitaleri, F Mongin, M Schlosser

文献索引：Marzi, Elena; Spitaleri, Andrea; Mongin, Florence; Schlosser, Manfred European Journal of Organic Chemistry, 2002 , # 15 p. 2508 - 2517

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被引用次数: 14

摘要

Abstract It was possible to functionalize the three fluorobenzyl alcohols and the three 2- (fluorophenyl) ethanols by metalation and subsequent carboxylation, the prototype electrophilic trapping reaction. Triisopropylsilyl (TIPS) outperformed methoxymethyl (MOM) as an O-protective group making seven new fluorobenzoic acids accessible in 63% average yield. Moreover, the TIPS group tolerates weakly basic and acidic media and, therefore, ...