Crystallization Driven Asymmetric Synthesis of Pyridine β-Nitroalcoholsvia Discovery-Oriented Self-Resolution of a Dynamic System
2010 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, Vol. 33, 6315-6318 p.Article in journal (Refereed) Published
The study of dynamic nitroaldol systems aided the discovery of a diastereoselective crystallization process through amplification of 2-nitro-1-(pyridine-4-yl)propan-1-ol. The phenomenon was further developed into an effective procedure for asymmetic synthesis of pyridine-nitroalcohols and several substrates were screened to this end. These results demonstrate how work with larger dynamic systems facilitates and increases the likelihood of serendipitous discoveries.
Place, publisher, year, edition, pages
2010. Vol. 33, 6315-6318 p.
Dynamic combinatorial chemistry, Systems chemistry, Aldol reactions, Asymmetric synthesis, Crystallization
IdentifiersURN: urn:nbn:se:kth:diva-13741DOI: 10.1002/ejoc.201000907ISI: 000285229700002ScopusID: 2-s2.0-78649310287OAI: oai:DiVA.org:kth-13741DiVA: diva2:327066
FunderSwedish Research Council
Updated from submitted to published. QC 201203262010-06-282010-06-282012-03-26Bibliographically approved