Issue 0, 1985

Syntheses of (±)-tetrahydropalmatine and spirobenzylisoquinolines by thermolysis of benzocyclobutene derivatives

Abstract

The tetrahydroprotoberberine alkaloid, (±)-tetrahydropalmatine (1) was synthesized by heating the 1-benzocyclobutenyl-3,4-dihydroisoquinoline (16), followed by reduction of the dehydro compound (20) with sodium borohydride. Ochotensine type spirobenzylisoquinolines (18) and (19) were prepared by the electrocyclic reaction of the corresponding benzocyclobutene derivatives (14) and (15).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1985, 2151-2154

Syntheses of (±)-tetrahydropalmatine and spirobenzylisoquinolines by thermolysis of benzocyclobutene derivatives

T. Kametani, H. Yukawa, Y. Suzuki and T. Honda, J. Chem. Soc., Perkin Trans. 1, 1985, 2151 DOI: 10.1039/P19850002151

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