Dolbier HW Solutions 642

Dolbier HW - 736 LIPIDS Reduction of camphor with sodium borohydride gives a mixture of stereoisomeric alcohols of which one is borneol and the

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
736 LIPIDS Reduction of camphor with sodium borohydride gives a mixture of stereoisomeric alcohols, of which one is borneol and the other isoborneol. 26.11 Figure 26.8 in the text describes the distribution of 14 C (denoted by *) in citronellal biosynthesized from acetate enriched with 14 C in its methyl group. If, instead, acetate enriched with 14 C at its carbonyl carbon were used, exactly the opposite distribu- tion of the 14 C label would be observed. When 14 CH 3 CO 2 H is used, C-2, C-4, C-6, C-8, and both methyl groups of citronellal are labeled. When CH 3 14 CO 2 H 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).
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

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.

Ask a homework question - tutors are online