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Tandem coupling-cyclization cycloadditions

Schreiber and co-workers (436) prepared a library calculated to contain 2.18 million polycyclic compounds through the 1,3-dipolar cycloaddition of a number of nitrones with alkenes supported on TentaGel S NH2 resin (Scheme 1.83). (—)-Shikimic acid was converted into the polymer bound epoxycyclohexenol carboxylic acid 376 (or its enantiomer), coupled to the resin via a photolabile linker developed by Geysen and co-workers (437) to allow release of the products from the resin in the presence of live cells by ultraviolet (UV)-irradiation. A range of iodoaromatic nitrones (377) was then reacted with the ot,p-unsaturation of the polymer-bound amide in the presence of an organotin catalyst, using the tandem esterification/ dipolar cycloaddition methodology developed by Tamura et al. (84,85) Simultaneous cyclization by PyBrop-mediated condensation of the acid with the alcohol... [Pg.65]

See other pages where Tandem coupling-cyclization cycloadditions is mentioned: [Pg.218]    [Pg.247]    [Pg.71]    [Pg.124]    [Pg.89]    [Pg.442]   
See also in sourсe #XX -- [ Pg.801 , Pg.804 ]



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Tandem coupling-cyclization

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