Tetrahedron

A chemoenzymatic total synthesis of ent-narciclasine

M Matveenko, MG Banwell, AC Willis

Index: Matveenko, Maria; Banwell, Martin G.; Willis, Anthony C. Tetrahedron, 2008 , vol. 64, # 21 p. 4817 - 4826

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Citation Number: 33

Abstract

The synthesis of the title compound [(−)-1] has been achieved, for the first time, by reacting the aryl boronic acid ester 4 with the aminoconduritol derivative 6 under Suzuki–Miyaura cross-coupling conditions then subjecting the product phenanthridinone 23 to a global deprotection process using trimethylsilyl bromide. The aromatic building block 4 was prepared in ten steps from piperonal while compound 6 was obtained in nine steps from ...