ChemInform Abstract: Wittig Rearrangement of Allyl and Propargyl Furfuryl Ethers Leading to 2-Furylmethanol Derivatives.
Abstract
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ChemInform Abstract
The first example of the Wittig rearrangement of allyl and propargyl furfuryl ethers like (I), (V), and (IX) is given providing a variety of furyl alcohols, especially 2-furylmethanol derivatives. To gain an understanding of the stabilities of the deprotonated educts, ab initio calculations are undertaken. The diastereoselectivity in the rearrangement of (V) is influenced by the solvent used. Furthermore, the application of the new route to the preparation of 3-(2-furyl)-3-hydroxy-2-methylpropionates is given.
