736LIPIDSReduction of camphor with sodium borohydride gives a mixture of stereoisomeric alcohols, ofwhich one is borneol and the other isoborneol.26.11Figure 26.8 in the text describes the distribution of 14C (denoted by *) in citronellal biosynthesizedfrom acetate enriched with 14C in its methyl group.If, instead, acetate enriched with 14C at its carbonyl carbon were used, exactly the opposite distribu-tion of the 14C label would be observed.When 14CH3CO2H is used, C-2, C-4, C-6, C-8, and both methyl groups of citronellal are labeled.When CH314CO2H is used, C-1, C-3, C-5, and C-7 are labeled.26.12(b)The hydrogens that migrate in step 3 are those at C-13 and C-17 (steroid numbering).
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.