Rhodium??Catalyzed 1, 4??Addition of Lithium 2??Furyltriolborates to Unsaturated Ketones and Esters for Enantioselective Synthesis of γ??Oxo??Carboxylic Acids By …

…, T Shirai, Y Yamamoto, N Miyaura

Index: Yu, Xiao-Qiang; Shirai, Tomohiko; Yamamoto, Yasunori; Miyaura, Norio Chemistry - An Asian Journal, 2011 , vol. 6, # 3 p. 932 - 937

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Citation Number: 21

Abstract

Abstract Rhodium-catalyzed 1, 4-addition of lithium 5-methyl-2-furyltriolborate ([ArB (OCH 2) 3 CCH 3] Li, Ar= 5-methyl-2-furyl) to unsaturated ketones to give β-furyl ketones was followed by ozonolysis of the furyl ring for enantioselective synthesis of γ-oxo-carboxylic acids.[Rh (nbd) 2] BF 4 (nbd= 2, 5-norbornadiene) chelated with 2, 2′-bis (diphenylphosphino)-1, 1′-binaphthyl (binap) or 2, 3-bis (diphenylphosphino) butane ( ...