Reaction of a-pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. 1.BH HO 2.H,O. NAOH a-Pinene

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 6CTQ
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Of the four possible cis,trans isomers, one is formed in over 85% yield.

Q.) Which is the structure of the isomer formed in 85% yield? How do you account for its formation? Create a model to help you make this prediction.

Reaction of a-pinene with borane followed by treatment of the resulting trialkylborane
with alkaline hydrogen peroxide gives the following alcohol.
1.BH
HO
2.H,O. NAOH
a-Pinene
Transcribed Image Text:Reaction of a-pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. 1.BH HO 2.H,O. NAOH a-Pinene
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