Synthesis and reactivity of dimethoxy-functionalised Troeger's base analogues
Troeger'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-hydr...
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| Veröffentlicht in: | Tetrahedron 2011-08, Vol.67 (32), p.5798-5805 |
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| container_title | Tetrahedron |
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| creator | Malik, Qasim M Ijaz, Sadia Craig, Donald C Try, Andrew C |
| description | Troeger'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 Troeger's base analogue. |
| doi_str_mv | 10.1016/j.tet.2011.05.128 |
| format | Article |
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| ispartof | Tetrahedron, 2011-08, Vol.67 (32), p.5798-5805 |
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| language | eng |
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| source | Access via ScienceDirect (Elsevier) |
| subjects | Analogue Bearing Boron compounds Diesters Synthesis (chemistry) Tetrahedrons Utilities |
| title | Synthesis and reactivity of dimethoxy-functionalised Troeger's base analogues |
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