Metal-assisted terpenoid synthesis. I. Regioselective isoprene insertion into an allyl-magnesium bond and the applications to synthesis of natural terpenoids

S Akutagawa, S Otsuka

Index: Akutagawa,S.; Otsuka,S. Journal of the American Chemical Society, 1975 , vol. 97, p. 6870 - 6871

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Citation Number: 51

Abstract

Olefin or diene insertion into Grignard reagents assisted by transition metal compounds has long been known.'Uncatalyzed reactions of allylic Grignard reagents with 1, 3-butadiene and isoprene to yield cyclohexane derivatives have been reported. 2 To the best of our knowledge, however, regioselective insertion of isoprene has not yet been reported. We wish to report here highly regioselective isoprene insertion into an allyl-magnesium bond ...