Asymmetric Synthesis of Spiro β‐Lactams via a Squaramide‐ Catalyzed Sulfa‐Michael Addition/Desymmetrization Protocol. Issue 20 (31st August 2016)

• Record Type: Journal Article
• Authors: Chauhan, Pankaj; Mahajan, Suruchi; Kaya, Uğur; Valkonen, Arto; Rissanen, Kari; Enders, Dieter
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 20(2016)
• Page Start: 3173
• Page End: 3178
• Publication Date: 2016-08-31
• Subjects: asymmetric synthesis -- desymmetrization -- β-lactams -- organocatalysis -- spiro compounds -- sulfa-Michael addition; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201600554
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An efficient asymmetric synthesis of spirocyclohexenone β‐lactams bearing three contiguous stereocenters has been achieved in moderate to good yields and high stereoselectivities. The protocol involves the combination of a squaramide‐catalyzed sulfa‐Michael addition under desymmetrization via a dynamic kinetic resolution of racemic 2, 5‐cyclohexadienones. Abstract :