
Journal of Organic Chemistry p. 4418 - 4420 (1987)
Update date:2022-08-03
Topics:
Ochiai, Hirofumi
Tamaru, Yoshinao
Tsubaki, Kazunori
Yoshida, Zen-ichi
CuCN-catalyzed allylation of ethyl β-(iodozincio)propionate (1), ethyl β-(bromozincio)butyrate (2), ethyl γ-(iodozincio)butyrate (3), and ethyl δ-(iodozincio)pentanoate (4) with allylic halide or tosylate provides ethyl 5-hexenoates, ethyl 6-heptenoates, and ethyl 7-octenoates in high yields.Regioselectivity of the allylation and the reaction of 3 with propargyl tosylate are also discussed.
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(1987)