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Reactions with 1,3-dipoles

Pentanenitrile oxide, BuCNO, formed in situ from 1-nitropentane, PhNCO and Et3N in benzene, added stereo- and regioselectively to 8-.vv7/-(dimethoxymethyl)-3-oxo-2-oxabicyclo[3.2. l]oct-6-ene to give 75% of the tricyclic lactone 111 (276). Introduction of a methoxycarbonyl group into the plane asymmetrical double bond of 2,3-dioxa- and 2,3-oxazabicyclo[2.2.2]oct-5-enes, brought about a clear-cut increase in syn selectivity of their reactions with 1,3-dipoles (277). [Pg.41]

Aryl- and alkylsilylthioketones and synthetic equivalents of thioalde-hydes in cycloaddition reactions with 1,3-dipoles, dienes, and heterodienes 93PS(74)31. [Pg.301]

A further illustration of the electronic influence of substituents on the course of reactions with 1,3-dipoles can be seen in the cycloaddition of an amino-substituted fulvene to benzonitrile oxide. Adduct (76) was obtained in 60% yield when the electron-rich dipolarophile 6-dimethylaminofulvene was exposed to benzonitrile oxide. The structure of the resultant product can be conveniently explained by an initial [6... [Pg.630]


See other pages where Reactions with 1,3-dipoles is mentioned: [Pg.156]    [Pg.156]    [Pg.156]    [Pg.157]    [Pg.157]    [Pg.157]    [Pg.203]    [Pg.232]    [Pg.246]    [Pg.1]    [Pg.1]    [Pg.10]    [Pg.19]    [Pg.87]    [Pg.107]    [Pg.200]    [Pg.771]    [Pg.793]    [Pg.158]    [Pg.158]    [Pg.158]    [Pg.204]    [Pg.233]    [Pg.247]   


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3-Diethylamino-4- -5vinyl-isothiazole 1,1-dioxide, synthesis and reaction with 1,3-dipoles

Reactions of Amides with 1,3-1,4-, or 1,5-Dipoles by Ring-Opening

Reactions of Copper Acetylides with Other Dipoles

Reactions of an Amide with a 1,2-Dipole (Vicinal, or 1,2-Addition)

Reactions with Acetylenic Carboxylates, Acrylates, and 1,3-Dipoles

Reactions with Metalla-1,3-Dipoles

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