Tetrahedron

Synthesis and reactivity of dimethoxy-functionalised Tröger's base analogues

QM Malik, S Ijaz, DC Craig, AC Try

Index: Malik, Qasim M.; Ijaz, Sadia; Craig, Donald C.; Try, Andrew C. Tetrahedron, 2011 , vol. 67, # 32 p. 5798 - 5805

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Citation Number: 11

Abstract

Abstract Tröger's base analogues were prepared bearing methoxy groups in the 1, 7-, 2, 8-, 3, 9-or 4, 10-positions. These compounds were converted to their dihydroxy analogues in excellent yields upon treatment with boron tribromide and the 4, 10-dihydroxy analogue could be prepared by directly from 4-hydroxyaniline. The synthetic utility of the dihydroxy- functionalised compounds as building blocks was demonstrated by the synthesis of a ...

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