A concise, regio and stereoselective route to fluorinated protoberberines via tandem addition-cyclisation reactions of phthalide anions with 3, 4-dihydroisoquinolines

RN Warrener, L Liu, RA Russell

Index: Warrener, Ronald N.; Liu, Ligong; Russell, Richard A. Tetrahedron, 1998 , vol. 54, # 26 p. 7485 - 7496

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Citation Number: 18

Abstract

A series of fluorinated protoberberines have been prepared by condensing fluorinated phthalide anions with 6, 7-dimethyoxydihydroisoquinoline. The spectroscopy and stereochemistry of the products are discussed and the stereochemical outcome of the reactions rationalised.