Tetrahedron

Atropo-enantioselective synthesis of a simplified analog of mastigophorenes A and B

G Bringmann, T Pabst, S Busemann, K Peters…

Index: Bringmann, Gerhard; Pabst, Thomas; Busemann, Stefan; Peters, Karl; Peters, Eva-Maria Tetrahedron, 1998 , vol. 54, # 8 p. 1425 - 1438

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Citation Number: 36

Abstract

A first approach to the atroposelective total synthesis of mastigophorenes is described, the directed preparation of a structurally slightly modified analog of mastigophorenes A and B, with a tert-butyl instead of a substituted, chiral cyclopentyl residue. Its (partially protected) monomeric half is dimerized by oxidative (phenolic) coupling to give the corresponding biphenyl in a racemic form, or atropo-enantioselectively via the corresponding biaryl ...

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