M. Cushman, F. W. Dekow
1978
Citations
0
Influential Citations
31
Citations
Journal
Tetrahedron
Abstract
Abstract A total synthesis of (±)-corydaline 1 is described in which the condensation of 3,4-dihydro-6,7-dimethoxyisoquinoline 10 with 3,4-dimethoxyhomophthalic anhydride 9 is utilized as the convergent step. A new procedure for the preparation of 9 is also described. The Beckmann rearrangement of an α-ketooxime 4 with phosphorus pentachloride in chloroform is shown to afford the 3-chloro-1-(2H)isoquinolone 5 by a fragmentation-recombination type mechanism.