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Synlett 1998; 1998(6): 585-587
DOI: 10.1055/s-1998-1735
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The Preparation of Rigid Alicyclic Molecules Bearing Effector Groups from Alkene BLOCKs using s-Tetrazines and 1,3,4-Triazines as Stereoselective Coupling Agents

Ronald N. Warrener* , Davor Margetic, Richard A. Russell
  • *Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland, 4702, Australia; Fax + 61(7)49 30 99 17; E-mail: r.warrener@cqu.edu.au
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Publication History

Publication Date:
31 December 2000 (online)

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Alicyclic alkenes are reacted with s-tetrazines or 1,3,4-triazines to give fused aza or diaza-1,3-dienes which are further reacted with alkenes, thermally or under high pressure conditions (8-14 kbar), to form aza-bridged or diaza-bridged Diels-Alder products of rigid structure, some bearing multifunctionality, e.g. ligand + chromophore.

inverse electron demand - Diels-Alder - modelling - aza and diaza bicyclo[2.2.2]octanes - heterocycles