Use of Allyl, 2??Tetrahydrofuryl, and 2??Tetrahydropyranyl Ethers as Useful C3??, C4??, and C5??Carbon Sources: Palladium??Catalyzed Allylation of Aldehydes
M Shimizu, M Kimura, Y Tamaru
Index: Shimizu, Masamichi; Kimura, Masanari; Tamaru, Yoshinao Chemistry - A European Journal, 2005 , vol. 11, # 22 p. 6629 - 6642
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Citation Number: 12
Abstract
Abstract Palladium–diethylzinc or palladium–triethylborane catalytically promotes self- allylation of 2-(allyloxy) tetrahydrofurans, 2-(allyloxy) tetrahydropyrans, and their hydroxy derivatives on the rings (ribose, glucose, mannose, deoxyribose, deoxyglucose). All the reactions proceed at room temperature and provide polyhydroxyl products, sharing a structural motif of a homoallyl alcohol, in good to excellent yields with high levels of ...
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