From: by way of
Joao Aires de Sousa (vbb$##$students.si.fct.unl.pt)
Date: Tue Mar 18 1997 - 11:46:15 EST
Cyclic diazo ketones can undergo the Wolff rearrangement giving
cyclic alkanes, by a ring contraction.
alpha-diazocyclohexenone + hv(ligth)+methanol --+ cyclopentane
methilester(ref. J. Am. Chem. Soc. 1968, 90, 2200).
You can find the mecanism reaction on Jerry March, Advanced
Organic Chemistry, McGraw-Hill international book company or in another
advanced Organic Chemistry book.
Good Chemistry!
o
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Vasco D.B. Bonifacio
Faculdade Ciencias Tecnologia
Universidade Nova de Lisboa
e-mail : vbb$##$students.fct.unl.pt
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