Tetrahedron

A convergent total synthesis of mappicine ketone: A leading antiviral compound

JS Yadav, S Sarkar, S Chandrasekhar

Index: Yadav; Sarkar, Sanjita; Chandrasekhar Tetrahedron, 1999 , vol. 55, # 17 p. 5449 - 5456

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Citation Number: 26

Abstract

An efficient total synthesis of the naturally occuring mappicine ketone 1 and mappicine 2 are described. The approach is based on the assembly of tricyclic amine 5 with pseudo acid chloride 20. A Friedlander condensation is utilized for the construction of the ABC skeleton and a periselective Diels-Alder approach is utilized for the preparation of the pseudo acid chloride.