CrossRef enabled

PAC Archives

Archive →

Pure Appl. Chem., 2004, Vol. 76, No. 3, pp. 651-656

Recent advances in transition metal-catalyzed or -mediated cyclization of 2,3-allenoic acids: New methodologies for the synthesis of butenolides

S. Ma

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China

Abstract: The cyclization reactions of 2,3-allenoic acids or their salts with optically active bases affording butenolides are discussed. Two reaction pathways were observed: (1) intermolecular carbometallation-intramolecular allylation; (2) cyclic oxymetallation-reductive elimination. High efficiency of chirality transfer was realized with the latter case.