Author:
Grant PK,Hanton LR,Tsai SF,Yap TM
Abstract
Lewis acid treatment of a series of hydroxy epoxides promoted intramolecular nucleophilic epoxide opening to give hydroxy cyclic ethers. The regioselectivity of epoxide opening is controlled by a preference for SN2 attack at the more accessible epoxide carbon, provided this does not involve the formation of a strained ether ring. An intramolecular acetate transfer occurs in order to achieve the regioselective opening.
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5 articles.
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