Asymmetric hydrogenation of N-sulfonylated-α-dehydroamino acids: Toward the synthesis of an anthrax lethal factor inhibitor

CS Shultz, SD Dreher, N Ikemoto, JM Williams…

文献索引：Shultz, C. Scott; Dreher, Spencer D.; Ikemoto, Norihiro; Williams, J. Michael; Grabowski, Edward J. J.; Krska, Shane W.; Sun, Yongkui; Dormer, Peter G.; DiMichele, Lisa Organic Letters, 2005 , vol. 7, # 16 p. 3405 - 3408

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被引用次数: 41

摘要

A novel and highly enantioselective Ru-catalyzed hydrogenation of N-sulfonylated-α- dehydroamino acids has been discovered and demonstrated in the synthesis of an anthrax lethal factor inhibitor (LFI). Herein, this methodology is used to prepare N-sulfonylated amino acids in up to 98% ee. This unprecedented hydrogenation uses a chiral Ru catalyst rather than Rh as typical for acylated dehydroamino acids and esters, and this work reports the ...