Considering which of the OH groups should be more accessible to MsCl, suggest a mechanism for the rearrangement of the cyclobutane to the cyclopentane. Me Me Me Me Et3N, MSCI OH -30 to 4 °C OH Me Me

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter27: Biomolecules: Lipids
Section27.SE: Something Extra
Problem 47AP: Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV...
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Considering which of the OH groups should be more accessible to MsCl, suggest a mechanism
for the rearrangement of the cyclobutane to the cyclopentane.
Me
Me
Me
Me
Et3N, MSCI
OH
-30 to 4 °C
OH
Me
Me
Transcribed Image Text:Considering which of the OH groups should be more accessible to MsCl, suggest a mechanism for the rearrangement of the cyclobutane to the cyclopentane. Me Me Me Me Et3N, MSCI OH -30 to 4 °C OH Me Me
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