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Kolbe, A.; Fuchs, P.; Porzel, A.; Baumeister, U.; Kolbe, A.; Adam, G.; Synthesis and crystal structure of [26,27-2H6] 24-epi-cathasterone J. Chem. Soc., Perkin Trans. 1 2002, 2022-2027, (2002) DOI: 10.1039/B203323B

The first synthesis of [26,27-2H6]24-epi-cathasterone 8via (20S)-3β-acetoxy-6,6-(ethylenedioxy)-20-formyl-5α-pregnane 5 starting from stigmasterol is described. The aldehyde 5 was alkylated with lithium butyldimethyl-(E)-2,3-dimethyl[3,3,3,4,4,4-2H6]butenylaluminate 6 prepared from 3-[2H3]methyl[4,4,4-2H3]but-1-yne. The structure was determined using spectral data and X-ray crystallographic analysis.
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