Fluorination of thionesters with DAST

Thioethers were a-fluorinated by DAST in dichloromethane at ambient temperature [260]. A catalytic amount of SbCl3 was beneficial. 

A palladium-catalysed reduction of ethyl thiolesters to aldehydes with triethylsilane has been proposed by Fukuyama [261]. The reaction, coupled with a mild conversion of carboxylic acids to thiolesters (see [261], footnote 2), affords a versatile method for the overall transformation of 

The conversion of dithioesters into aldehydes is also easily realized through reduction to a mixed dithioacetal by tributyltin hydride [264]. 

Trimethylsilyl-substituted silanethiols, such as (2) and (3), were shown to be extremely efficient i adical-based ieducing agents [265], These agents 

Direct conversions of sulfones to carbonyl compounds have been realized by oxidative desulfonation of the a-carbanions. Molybdenum peroxide (Mo05-Py-HMPA) [266, or bis(trimethylsilyl)peroxide (Mc1SiOOSiMe3, BTSP, Table 3.3) [267] were used as oxidants. Hwu s method with BTSP is attractive and was found useful for the preparation of l80-labelled compounds [267] in this one-pot reaction Me3SiO behaves as a leaving group and a back-attacking species. 

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