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Bridgehead, from Cope rearrangement

The oxy-Cope rearrangement can be used to obtain bicyclic bridgehead olefins from spirocyclic precursors (equation II).2-3... [Pg.328]

Reduction of the photo-adduct (446) derived from (+)-isopiperitone and cyclobutene-1-carboxylic acid with NaCNBH3 gives the lactone (447). Thermolysis of this compound affords the 6a-epimer of isoaristolactone (448) and the elemanolide (449).213 A novel approach to the synthesis of germacranes involves the thermal opening of a bridgehead cyclobutene which, in turn, is derived by an oxy-Cope rearrangement (Scheme 57).214... [Pg.142]

A different approach to triquinane was made by Moore [107-110]. His synthetic route includes the intramolecular [2 + 2] cycloaddition of the vinylketene intermediate as shown in Fig. 4. If the bicyclo[3.2.0]heptenone from this reaction is designed to have an alkenyl-substituent at the bridgehead (i.e., 101 102 103), the next oxy-Cope rearrangement is satis-... [Pg.18]

See other pages where Bridgehead, from Cope rearrangement is mentioned: [Pg.32]    [Pg.154]    [Pg.383]    [Pg.1036]    [Pg.1036]   
See also in sourсe #XX -- [ Pg.914 ]



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