Dimerization of lithiated terminal aziridines.

Journal article

Let's get together: Dimerization of enantiopure terminal aziridines by lithiation gives efficiently N-protected 2-ene-1,4-diamines with complete selectivity for the E olefin (see scheme). The usefulness of the method was demonstrated in a concise synthesis of (R,S,S,R)-2,5-diamino-1,6-diphenylhexane- 3,4-diol, the core unit of many extremely potent HIV protease inhibitors and also asymmetric catalysts. (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH and Co. KGaA.

Authors: Hodgson, D; Miles, S

• Publication status: Published
• Journal: Angewandte Chemie (International ed. in English)
• Volume: 45
• Issue: 6
• Pages: 935-938
• Publication date: 2006-01-01
• DOI: 10.1002/anie.200503303
• EISSN: 1521-3773
• ISSN: 1433-7851
• Language: English
• Keywords: lithiation; aziridines; synthetic methods; small ring systems