Chrysanthemic acid occurs as a mixture of esters in fl
Chapter 10, Problem 10.44(choose chapter or problem)
Chrysanthemic acid occurs as a mixture of esters in fl owers of the chrysanthemum (pyrethrum) family. Reduction of chrysanthemic acid to its alcohol (Section 17.6A) followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate. Solvolysis (Section 9.2) of the tosylate gives a mixture of artemesia and yomogi alcohols. OH 1 O HO Chrysanthemic acid Chrysanthemyl alcohol Chrysanthemyl tosylate Artemesia alcohol OH Yomogi alcohol H2O DMSO HO TsO Propose a mechanism for the formation of these alcohols from chrysanthemyl tosylate.
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