Allylation of erythromycin derivatives: introduction of allyl substituents into highly hindered alcohols
…, RH Premchandran, M Rasmussen
Index: Stoner, Eric J.; Peterson, Matthew J.; Allen, Michael S.; DeMattei, John A.; Haight, Anthony R.; Leanna, M. Robert; Patel, Subhash R.; Plata, Daniel J.; Premchandran, Ramiya H.; Rasmussen, Michael Journal of Organic Chemistry, 2003 , vol. 68, # 23 p. 8847 - 8852
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Citation Number: 19
Abstract
Functionalized erythromycin 9-oxime derivatives are 6-O-allylated under mild conditions using substituted allyl tert-butyl carbonates under palladium (0) catalysis. This allylation works well where traditional ether-forming protocols function poorly. Allyl tert-butyl carbonates provide higher yields in this reaction than lesser substituted carbonates such as ethyl or isopropyl. Aryl-substituted allyl carbonates or carbamates may be employed as ...
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