A Facile and Efficient One-Step Conversion of Alcohol Triphenylmethyl Ethers to the Corresponding Acetates

Abstract

Alcohol triphenylmethyl (trityl) ethers were readily and efficiently transformed into the corresponding acetates by reaction with acetyl bromide. Triphenylmethyl ethers can also be transformed into the corresponding substituted acetates in high yields by the use of various substituted acetyl chlorides combined with sodium iodide.

Key words

one-step conversion of protecting groups - trityl ethers - acetates - acetyl bromide - sodium iodide

References

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6

TBDMS ether is prone to be converted into the acetate unlike TBDPS ether by the reaction with AcBr. See reference 3b.