Tetrahedron letters

Palladium-catalyzed reaction of allyl carbamates; allylation of carbonucleophiles, and protection-deprotection of amines

I Minami, Y Ohashi, I Shimizu, J Tsuji

Index: Minami, Ichiro; Ohashi, Yukihiro; Shimizu, Isao; Tsuji, Jiro Tetrahedron Letters, 1985 , vol. 26, # 20 p. 2449 - 2452

Full Text: HTML

Citation Number: 80

Abstract

Abstract Allylation of carbonucleophiles with allylic carbamates under neutral conditions has been studied. The C-allylation of carbonucleophile is competitive with the N-allylation of amines, and the structure of amines is crucial for the selectivity. Bulky secondary amines gave the best results. Also a new method of protection-deprotection of amines as carbamates has been developed. Smooth deprotection is possible by the palladium- ...