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Glycal epoxides, openings with nucleophiles

Evans developed a new method for the synthesis of [(-C-allylglycosides, based on BusSnOTf-mediated ring-opening of glycal epoxides with allylstannanes as nucleophiles [81a], This methodology has been efficiently used in the (3-stereoselective introduction of the side chain (C44-C51) of spongistatin 2 (Scheme 8.43) [81b,c]. [Pg.302]

There are limited data on 1,2-epoxy of glycal epoxide ring opening reaction with C-nucleophiles other than organocuprate, e.g., Grignard reagents [217, 218], organolithium compounds [217-219], aUylstannane [217], and sodio di-tert-butyl malonate [219, 220]. [Pg.167]

See other pages where Glycal epoxides, openings with nucleophiles is mentioned: [Pg.585]    [Pg.299]    [Pg.510]    [Pg.496]    [Pg.590]    [Pg.167]    [Pg.88]    [Pg.446]    [Pg.127]    [Pg.24]    [Pg.281]    [Pg.165]   
See also in sourсe #XX -- [ Pg.168 ]



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Epoxidation nucleophilic opening

Epoxide nucleophilic

Epoxide openings

Epoxides nucleophilic epoxidations

Glycal

Glycal epoxide

Glycals epoxidation

Glycals epoxides

Nucleophiles epoxides

Nucleophiles opening

Nucleophilic epoxidation

With epoxides

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