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Tipson-Cohen reaction synthesis

During Tipson-Cohen reaction of ditosylate (16) (Nal/Zn/DMF) a minor by-product (13%) was isolated and identified as the 3-C-aryl derivative (17). The mixed sulfonates (18) and (19) were prepared and subjected to the same conditions to give, as well as the expected alkene (20), the by-products (21) and (17) respectively. A C-3 carbanionic intermediate was postulated which attacked the aromatic ring of the C-2 sulfonate expelling S02. Syntheses from D-glucose of a triquinane and of an intermediate in the synthesis of the ansa chain of... [Pg.164]

See other pages where Tipson-Cohen reaction synthesis is mentioned: [Pg.233]    [Pg.687]    [Pg.687]    [Pg.352]   
See also in sourсe #XX -- [ Pg.54 , Pg.149 , Pg.750 ]

See also in sourсe #XX -- [ Pg.54 , Pg.149 , Pg.750 ]



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Cohen

Tipson-Cohen reaction

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