Title of article :
Total synthesis of the marine alkaloid halitulin
Author/Authors :
Markus R Heinrich، نويسنده , , Wolfgang Steglich، نويسنده , , Martin G. Banwell، نويسنده , , Yoel Kashman، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2003
Abstract :
The structure of the strongly cytotoxic marine alkaloid halitulin () 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 concomitant reduction of the quinoline ring. The method can be applied for the synthesis of halitulin analogues.
Keywords :
natural product synthesis , 8-diols , Baeyer–Villiger oxidation , Suzuki reaction , marine metabolites , halitulin , quinoline-7
Journal title :
Tetrahedron
Journal title :
Tetrahedron