Tetrahedron

A unified synthetic strategy toward oroidin-derived alkaloids premised on a biosynthetic proposal

PJ Dransfield, AS Dilley, S Wang, D Romo

Index: Dransfield, Paul J.; Dilley, Anja S.; Wang, Shaohui; Romo, Daniel Tetrahedron, 2006 , vol. 62, # 22 p. 5223 - 5247

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Citation Number: 55

Abstract

Details of the evolution of a synthetic strategy toward the spirocyclic chlorocyclopentane core of oroidin-derived alkaloids, including the axinellamines and potentially adaptable to palau'amine, are described. A proposed refinement of the Kinnel–Scheuer biosynthetic proposal for palau'amine is posited. Studies undertaken to improve the regioselectivity and efficiency of a key Diels–Alder reaction utilizing a novel protecting group strategy, ...