Issue 22, 1992

Deprotection of silyl ethers using 2,3-dichloro-5,6-dicyano-p-benzoquinone

Abstract

In the presence of a catalytic amount of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), triethylsilyl (TES) and tert-butyldimethylsilyl (TBDMS) ethers are readily hydrolysed to the corresponding alcohols in MeCN–H2O (9 : 1) or tetrahydrofuran (THF)–H2O (9 : 1). TES ethers are cleaved to alcohols more easily than TBDMS ethers. tert-Butyldiphenylsilyl (TBDPS) ethers are stable under these reaction conditions.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 2997-2998

Deprotection of silyl ethers using 2,3-dichloro-5,6-dicyano-p-benzoquinone

K. Tanemura, T. Suzuki and T. Horaguchi, J. Chem. Soc., Perkin Trans. 1, 1992, 2997 DOI: 10.1039/P19920002997

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