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Configurational stability hemiacetal

The hemiacetal exists as an equilibrium mixture of cyclic compound 20 and its open counterpart (21), but an aldehyde addition reaction can occur only with the acyclic form A Wittig reaction of the stabilized ylide leads to an a. (3-unsaluraied ester that has the configuration with respect to the double bond. This reaction occurs under neutral conditions, so 1,4-addition of the alcohol to the a.p-unsaturated ester is avoided.6 A subsequent DIBAH reduction leads to ally lie alcohol 6 in a reaction that ordinarily shows complete 1,2-selectivit. ... [Pg.203]

See other pages where Configurational stability hemiacetal is mentioned: [Pg.74]    [Pg.136]    [Pg.6]    [Pg.200]    [Pg.182]    [Pg.935]    [Pg.180]   
See also in sourсe #XX -- [ Pg.543 ]



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