Journal
PURE AND APPLIED CHEMISTRY
Volume 80, Issue 5, Pages 845-854Publisher
WALTER DE GRUYTER GMBH
DOI: 10.1351/pac200880050845
Keywords
indium; silicon; combined system; alcohol; silyl ether; direct substitution
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An In(III)/Si catalyst system effects the direct allyl substitution of alcohols and silyl ethers under mild conditions. A deoxygenation of alcohols is also promoted by InCl3 catalyst. This method requires no pretreatment or protection of hydroxy groups or deprotection of siloxy groups. The completion of the catalytic allylation depends on the low oxophilicity and high halophilicity of In(III) halide species, and other representative Lewis acids such as AlCl3 and BF3 have no catalytic activity for the allylations. The oxophilicity and halophilicity are also demonstrated by NMR studies.
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