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Fluoride-catalyzed conversion of acylsilanes to aldehydes and ketones

โœ Scribed by Dieter Schinzer; Clayton H. Heathcock

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
227 KB
Volume
22
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Acylsilanes undergo efficient protodesilylation upon treatment with fluoride ion in moist DMSO, HMPT, or THF. The reaction is also catalyzed by methoxide ion in methanol or DMSO, but not by chloride ion or bromide ion. Fluoride-catalyzed desilylation in the presence of alkyl halides, aldehydes, or ketones results in modest yields of the corresponding alkylated products.

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