Enantioselective -β-lactam synthesis by intramolecular C-H functionalization from enoldiazoacetamides and derivative donor-acceptor cyclopropenes.
Xinfang Xu, Yongming Deng, David N Yim, Peter Y Zavalij, Michael P Doyle
Author Information
Xinfang Xu: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China. Tel: +86 0512 65883612.
Yongming Deng: Department of Chemistry and Biochemistry University of Maryland, College Park, Maryland 20742.
David N Yim: Department of Chemistry and Biochemistry University of Maryland, College Park, Maryland 20742.
Peter Y Zavalij: Department of Chemistry and Biochemistry University of Maryland, College Park, Maryland 20742.
Michael P Doyle: Department of Chemistry and Biochemistry University of Maryland, College Park, Maryland 20742.
β-Lactam derivatives are produced through intermediate donor-acceptor cyclopropene intermediates in high yield, exclusive cis-diastereoselectivity, and high enantiocontrol in a chiral dirhodium carboxylate catalyzed intramolecular C-H functionalization reaction of enoldiazoacetamides.
References
J Am Chem Soc. 2001 Nov 14;123(45):11318-9
[PMID: 11697986]
