Tetrahedron letters

Photochemical synthesis of 7, 8-dioxygenated isoquinoline alkaloids

R Suau, M Valpuesta, G Torres

Index: Suau, Rafael; Valpuesta, Maria; Torres, Gregorio Tetrahedron Letters, 1995 , vol. 36, # 8 p. 1315 - 1318

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Citation Number: 8

Abstract

A new approach to the synthesis of 7, 8-dioxygenated tetrahydroisoquinoline alkaloids based on the phot-Fries rearrangement of esters derived from 3-hydroxy-4-methoxy phenylacetonitrile is reported. The procedure was applied to the synthesis of the alkaloid Arizonine and 1-benzyl tetrahydroisoquinoline precursor of cularine and 1, 2-berbine alkaloids.