Journal of the American Chemical Society

Allylation of quinones with allyltin reagents

Y Naruta

Index: Naruta, Yoshinori Journal of the American Chemical Society, 1980 , vol. 102, # 11 p. 3774 - 3783

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Citation Number: 100

Abstract

Abstract: Lewis acid (BF3) catalyzed allylation of quinones with allyl-(Za), 2-methyl-2- propenyl-(Zb), trans-2-butenyl-(2c, d), 3-methyl-2-butenyl-(2e, f), and trans- cinnamyltrialkyltin (2g) gives the corresponding allylhydroquinones with high regioselectivity. Vitamin K2 (5)(7) and coenzyme Q1 (9) were prepared in yields of 78 and 75%, respectively. These reactions appear to proceed through allylquinol intermediates ...

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