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

Full Text: HTML

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 ...

~85%

Tin mediated allylation reactions of enol ethers in water

[Lin, Mei-Huey; Hung, Shiang-Fu; Lin, Long-Zhi; Tsai, Wen-Shing; Chuang, Tsung-Hsun Organic Letters, 2011 , vol. 13, # 2 p. 332 - 335]

Formation of manganese–alkyne complexes mediated by trialkyl...

[Nishikawa, Toshihiro; Shinokubo, Hiroshi; Oshima, Koichiro Tetrahedron, 2003 , vol. 59, # 48 p. 9661 - 9668]

Ligand-Controlled, Norbornene-Mediated, Regio-and Diastereos...

[Hua, Yuanda; Nguyen, Hiep H.; Scaggs, William R.; Jeon, Junha Organic Letters, 2013 , vol. 15, # 13 p. 3412 - 3415]

Reactions of 2-alkyl-, 2-phenyl-and 2-alkoxy-1, 2-oxaborolan...

[Hongxun, Ding; Weike, Zhou; Junchai, Bai Tetrahedron Letters, 1987 , vol. 28, # 23 p. 2599 - 2602]