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Radical-chain redox rearrangement of cyclic benzylidene acetals to benzoate esters in the presence of thiols

✍ Scribed by Brian P Roberts; Teika M Smits

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 82 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01904-3

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✦ Synopsis

Cyclic benzylidene acetals derived from 1,2-and 1,3-diols undergo an efficient ring-opening redox rearrangement to give benzoate esters in the presence of a peroxide initiator and a thiol, which acts as a polarity-reversal catalyst to promote the radical-chain reaction.

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