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Cyclic ketones ring expansion with diazomethane

The well-known reaction leading to ring expansion of cyclic ketones has been applied to derivatives of oxo sugars in an attempt to develop a new route to novel deoxy sugars. By treatment with diazomethane both a five-membered (42) and a six-membered (26) sugar ring have been expanded by insertion of a methylene group. [Pg.154]

Treatment of a cyclic ketone with diazomethane is a method for accomplishing a ring-expansion reaction. For example, treatment of cyclohexanone with diazomethane yields cycloheptanone. Propose a mechanism. [Pg.874]

When a cyclic ketone reacts with diazomethane, the next larger cyclic ketone is formed. This is called a ring expansion reaction. Provide a mechanism for this reaction. [Pg.786]

Ring expansion of cyclic ketones with diazomethane... [Pg.444]

Although the diazomethane-induced ring expansion of cyclic ketones is not usually a clean reaction, it apparently works well with a,a-dichlorocyclo-butanones and provides an indirect method for adding a three-carbon unit to an olefin [e.g. (50) (51)]. [Pg.250]


See other pages where Cyclic ketones ring expansion with diazomethane is mentioned: [Pg.150]    [Pg.614]    [Pg.451]    [Pg.409]    [Pg.832]    [Pg.848]    [Pg.832]    [Pg.848]    [Pg.848]    [Pg.106]    [Pg.127]   
See also in sourсe #XX -- [ Pg.1408 ]




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Cyclic ketones

Cyclic ketones, ring expansion

Cyclic ring expansion

Diazomethane ketones

Ketones, cyclic diazomethane

Ketones, cyclic ring expansion with

Ring Ketones

Rings Ring Ketones

With diazomethane

With diazomethanes

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