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Catalytic and chemoselective deprotection of S,S- and S,O-acetals and ketals in the presence of their O,O-analogs with electrophilic halogens under neutral conditions

✍ Scribed by Nasser Iranpoor; Habib Firouzabadi; Hamid Reza Shaterian

Book ID: 104253749
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 423 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01045-1

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✦ Synopsis

A novel and catalytic method is described for the selective deprotection of S,S-and S,O-acetals and ketals in the presence of their O,O-analogs to their corresponding carbonyl compounds based on the use of N-bromosuccinimide (NBS), N-chlorosuccinimide (NCS), 2,4,4,6-tetrabromo-2,5-cyclohexadiene-1-one (TABCO), trichlorocyanuric acid (TCCA) or molecular bromine as sources of electrophilic halogens in the presence of DMSO as the source of oxygen in CHCl 3 .

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