Applied Enantioselective Aminocatalysis: α‐Heteroatom Functionalization Reactions on the Carbapenem (β‐Lactam Antibiotic) Core. Issue 3 (11th December 2014)

• Record Type: Journal Article
• Authors: Cele, Zamani E. D.; Arvidsson, Per I.; Kruger, Hendrik G.; Govender, Thavendran; Naicker, Tricia
• Is Part Of: European journal of organic chemistry. Issue 3(2015)
• Page Start: 638
• Page End: 646
• Publication Date: 2014-12-11
• Subjects: Lactams -- Nitrogen heterocycles -- Amino acids -- Organocatalysis -- Synthetic methodology; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201403238
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: The carbapenem (β‐lactam antibiotic) scaffold serves as a useful nucleophile in organocatalytic diarylprolinol trimethylsilyl ether mediated α‐heterofunctionalization reactions leading to the formation of diverse products that bear multiple stereocenters in high diastereoselectivity and moderate to good yields. Abstract : A carbapenem intermediate serves as a useful nucleophile in organocatalyst‐mediated α‐heterofunctionalization reactions leading to the formation of diverse products.