A. Provide a stepwise mechanism for the formation of nerolidyl pyrophosphate from farnesylpyrophosphate

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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A. Provide a stepwise mechanism for the formation of nerolidyl pyrophosphate from
farnesylpyrophosphate
B. Provide a stepwise mechanism for the formation of carbocation 1 from nerolidyl pyrophosphate.
Number the backbone carbons of nerolidyl pyrophosphate from 1 to 11 as shown, and include the
carbon numbering in your structure of 1
C. Following from B, give an arrow-pushing mechanism to convert 1 to 2 and 2 to 3. Use the
backbone carbon numbering from 1 to indicate where carbon atoms ended up in 2 and 3
D. In addition to forming epi-cedrol, carbocation 3 gives three minor byproducts: a diastereomeric
alcohol and two alkenes. Draw mechanisms that could give rise to these three products

 

 

 

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