REACTIONS OF KETENE ACETALS 15. REGIOSPECIFIC SYNTHESES OF ERYTHROLACCIN AND "7-HYDROXYERYTHROLACCIN".

Article abstract of DOI:10.1016/S0040-4020(01)91252-9

A new diene, 1,2-dimethoxy-1-trimethylsiloxy-1,3-pentadiene, has been prepared from crotonaldehyde via the cyanohydrin and the β,γ-unsaturated ester.The usefulness of the reagent is demonstrated by advantageous syntheses of the naturally occurring title-compounds and of various partially methylated analogues.The electron-donating substituents on the diene are disposed in order to illustrate the consequence of their oppossing electronic effects.