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Synthesis and applications of a fluorous THP protective group

✍ Scribed by Peter Wipf; Jonathan T. Reeves


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
318 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


A recyclable fluorous labeled THP protecting group has been developed that allows for simple purification of small molecules by liquid-liquid extraction with FC-72/MeCN, and of larger or more polar molecules by solid phase extraction with fluorous reverse phase silica gel. In addition, we report a new glycosylation method which uses the Cp,ZrCI,-AgCIO, reagent system to activate an anomeric sulfoxide.


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Synthesis and Applications of a Fluorous THP Protective Group. -A variety of alcohols (IX) can be protected with a fluorous labeled THP protecting group using the Cp 2 ZrCl 2 -AgClO 4 reagent system to activate the sulfoxide (VII). The protected alcohols (X) can be easily purified by liquid-liquid

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