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Protection of alcohols as their (p-methoxybenzyloxy)methyl ethers.

✍ Scribed by Alan P. Kozikowski; Jiang-Ping Wu

Book ID
104227311
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
180 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Protection of even tertiary alcohols can be accomplished by treatment with pmethoxybenzyl chloromethyl ether. Deprotection can be effected under mild conditions using the DDQ reaction conditions described by Oikawa.

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## Abstract 2‐Chlorotetrahydrofuran (2‐Cl‐THF) is formed in 85% yield by reaction of sulfuryl chloride with excess THF. 2‐Cl‐THF reacts with alcohols, phenols, acids, thiols, azoles, amides and imides to give the corresponding tetrahydro‐2‐furanyl derivatives. Reaction with uracil derivatives provi