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Alkylidenecyclopropanone acetal, ring opening

Ring opening reaction of alkylidenecyclopropanone acetals readily proceeds in the presence of Lewis or Bransted acids to produce l-alkylidene-2-oxyallyl cation, which is provided for the reaction with nucleophiles such as chloride, alcohols, siloxyalkenes, and furans. The reaction of this cation with the carbon nucleophiles gives products of [4 + 3] and [3 + 2] cycloaddition as well as those of nucleophilic addition. The modes of addition reactions are controlled by the oxy group of the cation and by the reaction conditions including solvent. [Pg.101]

Scheme 5. Regioselective ring opening of alkylidenecyclopropanone acetal... Scheme 5. Regioselective ring opening of alkylidenecyclopropanone acetal...
Fujita and Okuyama et al. showed the regioselective ring-opening reaction of alkylidenecyclopropanone silyl acetal with SnCU [32]. The regioselectivities speciflcally depend on the structure of the substrates (Scheme 10.12). [Pg.523]

See other pages where Alkylidenecyclopropanone acetal, ring opening is mentioned: [Pg.103]    [Pg.103]    [Pg.116]    [Pg.370]    [Pg.379]    [Pg.90]    [Pg.90]    [Pg.103]   
See also in sourсe #XX -- [ Pg.90 , Pg.91 , Pg.92 , Pg.93 , Pg.94 , Pg.95 ]

See also in sourсe #XX -- [ Pg.90 , Pg.91 , Pg.92 , Pg.93 , Pg.94 , Pg.95 ]



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