Synthesis of 10-hydroxy-2-decenoic acid (royal jelly acid) from the butadiene telomer.

J Tsuji, K Masaoka, T Takahashi, A Suzuki…

Index: Tsuji,J. et al. Bulletin of the Chemical Society of Japan, 1977 , vol. 50, p. 2507 - 2508

Full Text: HTML

Citation Number: 15

Abstract

抄録 Ethyl 2-acetyl-4, 9-decadienoate obtained by palladium catalyzed reaction of butadiene and ethyl acetoacetate was converted to 4, 9-decadienoate. Hydroboration of the terminal olefin gave 10-hydroxy-4-decenoate. After hydrogenation and protection of the hydroxyl group, the double bond was created at the conjugated position by introduction of phenylseleno group and subsequent oxidative removal to give 10-hydroxyl-2-decenoic ...