Cul two steps y=N= CO,CH3 CO,CH3 B diazo compound OH но. sirenin sperm attractant of the female water mold

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter31: Synthetic Polymers
Section31.2: Stereochemistry Of Polymerization: Ziegler–natta Catalysts
Problem 4P
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Although diazomethane (CH2N2) is often not a useful reagent for
preparing cyclopropanes, other diazo compounds give good yields of
more complex cyclopropanes. Draw a stepwise mechanism for the
conversion of diazo compound A to B, an intermediate in the synthesis
of sirenin, the sperm attractant produced by the female gametes of the
water mold Allomyces.

Cul
two steps
y=N=
CO,CH3
CO,CH3
B
diazo compound
OH
но.
sirenin
sperm attractant of the
female water mold
Transcribed Image Text:Cul two steps y=N= CO,CH3 CO,CH3 B diazo compound OH но. sirenin sperm attractant of the female water mold
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