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Title: Azabicycloalkenes as synthetic intermediates: application to the preparation of diazabicycloalkane scaffolds. Author: Prenzel AH, Deppermann N, Maison W. Journal: Org Lett; 2006 Apr 13; 8(8):1681-4. PubMed ID: 16597140. Abstract: [reaction: see text] A general method to synthesize bicyclic dipeptide mimetics is reported. Key intermediates are azabicycloalkenes 9 and 17, which are prepared via Diels-Alder reactions and subsequent mild deprotection. These unsaturated bicyclic heterocycles are versatile intermediates for different dipeptide mimetics of the aza- and diazabicycloalkane type, which is demonstrated by the synthesis of diazabicycloalkanes 11 and 19 in only 3-6 steps and good overall yield.[Abstract] [Full Text] [Related] [New Search]