Tetrahedron

The sliding cyclohexane rearrangement

DC Harrowven, RF Dainty

文献索引：Harrowven, David C.; Dainty, Richard F. Tetrahedron, 1997 , vol. 53, # 46 p. 15771 - 15786

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被引用次数: 19

摘要

6-methoxytetralins may be transformed into 8-methoxytetralins through the action of zirconium tetrachloride. Yields are generally good though turnover is slow. Ultrasonic irradiation, phase transfer catalysts, crown ethers and lithium chloride all accelerate the reaction which proceeds via scission of the C-1 to C-8a bond and cyclisation by intramolecular Friedel-Crafts alkylation.