A high-yielding four-step sequence for removal of a 4-methyl group from the model compound 4,4-di-methyl-5α-cholestan-3-one has been devised; the method has been applied to the synthesis of 4α,14α-dimethyl-5α-cholest-8-en-3-one and 4α,14α-dimethyl-5α-cholestane-3,11-dione from lanosterol.
K. F. Cohen, R. Kazlauskas and J. T. Pinhey, J. Chem. Soc. D, 1971, 1419 DOI: 10.1039/C29710001419
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