Palladium (0)-catalyzed azidation of allyl esters. Selective synthesis of allyl azides, primary allylamines, and related compounds

S Murahashi, Y Taniguchi, Y Imada…

文献索引：Murahashi, Shun-Ichi; Taniguchi, Yuki; Imada, Yasushi; Tanigawa, Yoshio Journal of Organic Chemistry, 1989 , vol. 54, # 14 p. 3292 - 3303

全文：HTML全文

被引用次数: 199

摘要

Palladium (0)-catalyzed reaction of allyl esters such as phosphates, carbonates, and carboxylates with sodium azide gives allyl azides. The azidation proceeds with retention of configuration at the allylic carbon. Optically active (R)-(E)-(+)-4-phenyl-3-buten-2-~ 1 azide (19) is obtained from (R)-(E)-(+)-4-phenyl-3-buten-2-~ 1 acetate (18) stereoselectively. Sequential substitution of (Z)-4-acetoxy-2-buten-l-y1 diethyl phosphate (24) with ...