Abstract

Annuloline, the fluorescent alkaloid which occurs in the roots of Lolium multiflorum (annual rye grass) has been shown by synthesis to have the structure 2-( trans-3,4-dimethoxystyryl)-5-(4-methoxyphenyl) oxazole. This appears to be the first instance in which an oxazole ring has been demonstrated in a naturally occurring compound. The isomer, 5-(3,4 dimethoxyphenyl)-2-( trans-4-methoxystyryl) oxazole has also been synthesized.

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