1-benzenesulfinyl piperidine (BSP)/triflic anhydride: An effective combination for the hydrolysis of dithioacetals

The combination of 1-benzenesulfinyl piperidine and triflic anhydride, in conjunction with an aqueous workup, hydrolyses a broad range of dithioacetals to the corresponding carbonyl compounds under very mild, non-oxidative conditions.

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Bibliographic Details
Published inSynlett no. 9; pp. 1257 - 1258
Main Authors Crich, D, Picione, J
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.01.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
THIOGLYCOSIDES
aldehydes
protecting groups
acetals
SILYL DITHIANES
hydrolyses
MULTICOMPONENT LINCHPIN COUPLINGS
ketones
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Summary:The combination of 1-benzenesulfinyl piperidine and triflic anhydride, in conjunction with an aqueous workup, hydrolyses a broad range of dithioacetals to the corresponding carbonyl compounds under very mild, non-oxidative conditions.
ISSN:0936-5214
DOI:10.1055/s-2003-40328