Page 1186 - Advanced Organic Chemistry Part B - Reactions & Synthesis
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CHAPTER 12
Oxidations
Fig. 12.P18. Comparison of the computed energy profiles for 18-A and 18-B. Reproduced from J. Org.
Chem., 67, 2447 (2002), by permission of the American Chemical Society.
12.19. Predict the structure and stereochemistry of the Lewis acid–catalyzed
rearrangement of the following epoxides.
a.
OTMS b. CH 3
O CH 3 CH 3 CH = O
CH 3
OTIPS TiCl 4
SnCl 4
O
OTIPS
CH 3 CH 3
TBDMSO
CH 3
