Asymmetric Synthesis of. alpha.-Amino Acids by Copper-Catalyzed Conjugate Addition of Grignard Reagents to Optically Active Carbamatoacrylates

PA Lander, LS Hegedus

文献索引：Lander, Peter A.; Hegedus, Louis S. Journal of the American Chemical Society, 1994 , vol. 116, # 18 p. 8126 - 8132

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被引用次数: 56

摘要

Abstract: Optically active ene carbamates were a-lithiated by lithium tetramethylpiperidide in the presence of trialkylstannyl chlorides to produce a-stannylated compounds. These underwent facile palladium-catalyzed couplings with acid chlorides to produce a-keto ene carbamates in good yield. Treatment of the a-stannyl ene carbamates with butyllithium followed by quenching with carbon dioxide and esterification gave optically active ...