Studies on Highly Stereoselective Addition—Elimination Reactions of 3-(Methoxycarbonyl)-1,2-allen-4-ols with MX. An Efficient Synthesis of 3-(Methoxycarbonyl)-2-halo-1,3(Z)-dienes

摘要

3-(Methoxycarbonyl)-2-halo-1,3(Z)-dienes were prepared highly stereoselectively via S_N2'-type addition—elimination reactions of 3-(methoxycarbonyl)-1,2-allen-4-ols with MX. These products may easily undergo Negishi or Sonogashira coupling reactions to yield a series of stereodefined polysub-stituted (E)-1,3-dienes.