Base-Mediated Claisen Rearrangement of CF3-Containing Bisallyl Ethers

Lewis Acid Mediated Claisen-Type Rearrangement of Aryl Dienyl Ethers

The Claisen rearrangement and its applications to organic synthesis have been studied for a long time.l In recent years, this rearrangement has been applied in stereocontrolled natural product synthesis2 and asymmetric i n d ~ c t i o n . ~ The term "Claisen rearrangement", which originally denoted the rearrangement of allyl aryl ethers to 0or p-allylphenols, has now been extended to analogous ...

The Claisen Rearrangement

Gold(I)-catalyzed formation of furans by a Claisen-type rearrangement of ynenyl allyl ethers

A series of ynenyl allyl ethers were rearranged into polysubstituted furans in the presence of a gold(I) catalyst. It is proposed that the transformation involves a Claisen-type rearrangement that allows the efficient creation of quaternary centers under mild experimental conditions.

Gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers; synthesis of substituted 1,3-dienes.

Synthesis of substituted 1,3-dienes was achieved via gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers. The N-heterocyclic carbene gold chloride catalyst (IPrAuCl) was superior in terms of activity and selectivity and afforded the 3,3-product in excellent yields. A proposed cation-π inter-action played a significant role in affecting the reaction rate.

Zinc Catalyzed Claisen Rearrangement of Allyl Aryl Ethers to o-Allylated Phenols in Liquid Phase

A simple and efficient method is developed for the zinc catalyzed Claisen rearrangement of allyl aryl ethers to o-allyl phenols by stirring in an oil-bath at 55 °C in liquid phase. Moreover, zinc powder is re-cyclable up to six times use without much loss of significant activity. In addition to it, the products are obtained in good to excellent yields and are in a state of high purity. The stru...