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Oxonium ions polyene cyclization

The chemical simulation of this biosynthetic process has been developed as an important methodology in organic synthesis. Van Tamelen reported the add-catalyzed cyclization of chiral terminal epoxides of polyprenoids [11]. In contrast, Johnson adopted the acid-catalyzed cyclization of poly-prenic acetals derived from chiral diols [12]. In addition to these pioneering studies, the biomimetic polyene cycliza-tions of polyprenoids, which are induced by a variety of electrophiles such as proton, oxonium ion, halonium ion [13], or metal ion [14], have also been developed. Despite extensive studies on these diastereoselective olefin cyclizations, enantioselective processes using synthetic chiral catalysts had not been developed for a long time. In 1999, Yamamoto s... [Pg.303]


See also in sourсe #XX -- [ Pg.3 , Pg.343 , Pg.354 ]

See also in sourсe #XX -- [ Pg.343 , Pg.354 ]

See also in sourсe #XX -- [ Pg.3 , Pg.343 , Pg.354 ]




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Oxonium

Oxonium ion

Polyene cyclization

Polyene cyclizations

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