Robinson annulation synthetic utility

The well-known Robinson annulation reaction (Section 2.3.3) exploits a similar synthetic utilization of methyl vinyl ketone as an isomeric bipolar... [Pg.154]

Due to the vast synthetic utility of annulation reactions, there are numerous analogous sequences that can be performed to reach the same class of products as the Wichterle reaction. The most notable of which is the Robinson annulation, which uses methyl vinyl ketone in place of 1,3-dichloro-2-butene. Later research has elaborated on the Wichterle reagent by constructing an extensive library of methyl vinyl ketone surrogates 9-14 that can be employed in a manner analogous to l,3-dichloro-2-butene. Despite the development of annulation reagents like 9-14, 1,3-dichloro-2-butene retains ample synthetic utility due to both its commercial availability and its ability to be trivially prepared from ethyl acetoacetate or methyl acetoacetate. ... [Pg.500]

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