Biosynthesis of terpenes and steroids. Part IV. Specific hydride shifts in the biosynthesis of lanosterol and β-amyrin

Abstract
The hydride shifts accompanying 2,3-epoxysqualene cyclisation to lanosterol in yeast and to β-amyrin in peas have been checked using 2,3-epoxy[11,14-3H2]squalene. The results support the Ruzicka–Eschenmoser hypothesis and not a plausible alternative which was considered. The synthesis of 2,3-epoxy[11,14-3H2]squalene by two routes is described.

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