E. J. Corey's 1964 total synthesis of a-caryophyllene (essence of cloves) solves a number of problems of construction of unusual-sized rings. H H a-Caryophyllene The first step uses an efficient photochemical [2 + 2] reaction. The desired stereochem- istry and regiochemistry had been predicted based on model reactions. H (racemic) hv

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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What is the mechanism of the first step?

E. J. Corey's 1964 total synthesis of a-caryophyllene (essence of cloves) solves a number
of problems of construction of unusual-sized rings.
H
H
a-Caryophyllene
The first step uses an efficient photochemical [2 + 2] reaction. The desired stereochem-
istry and regiochemistry had been predicted based on model reactions.
H
(racemic)
hv
Transcribed Image Text:E. J. Corey's 1964 total synthesis of a-caryophyllene (essence of cloves) solves a number of problems of construction of unusual-sized rings. H H a-Caryophyllene The first step uses an efficient photochemical [2 + 2] reaction. The desired stereochem- istry and regiochemistry had been predicted based on model reactions. H (racemic) hv
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