Tetrahedron

Total synthesis of the marine alkaloid halitulin

MR Heinrich, W Steglich, MG Banwell, Y Kashman

Index: Heinrich, Markus R.; Steglich, Wolfgang; Banwell, Martin G.; Kashman, Yoel Tetrahedron, 2003 , vol. 59, # 46 p. 9239 - 9247

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Citation Number: 45

Abstract

The structure of the strongly cytotoxic marine alkaloid halitulin (1) has been confirmed by total synthesis and its absolute configuration determined as (15S). The synthesis follows a strategy previously reported by one of us and uses an efficient preparation of the quinoline- 7, 8-diol unit by modified Baeyer–Villiger and Skraup reactions. The O-benzyl protecting groups were removed in the last step of the synthesis by transfer hydrogenolysis without ...