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Organic reactions at high pressure. A mild method for the placement of protecting groups on hindered and sensitive alcohols

✍ Scribed by William G Dauben; Richard A Bunce; John M Gerdes; Kevin E Henegar; Allan F Cunningham Jr.; Thomas B Ottoboni


Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
268 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis


A series of hindered and/or labile alcohols has been derivatized with a variety of acylating and silylating agents using pyridine in methylene chloride at 15 kbar (1.5 GPa) pressure to afford excellent yields of protected alcohols at 20 "C, largely without the need for added DMAP.

Methoxyethoxymethyl chloride reacted in moderate yield using N,B-diisopropylethylamine under the high pressure conditions.