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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.
D. H. R. Barton, G. Mellows, D. A. Widdowson and J. J. Wright, J. Chem. Soc. C, 1971, 1142 DOI: 10.1039/J39710001142
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