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 dialkoxy and a diester Tröger's base analogue.
Original language | English |
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Pages (from-to) | 5798-5805 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 67 |
Issue number | 32 |
DOIs | |
Publication status | Published - 12 Aug 2011 |