Asymmetric hydrogenation of N-sulfonylated-α-dehydroamino acids: Toward the synthesis of an anthrax lethal factor inhibitor
(Chemical Equation Presented) 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 first asymmetric hydrogenation of a tetrasubstituted dehydroamino acid derivative using a Ru catalyst.
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
p. 3405 - 3408
(2007/10/03)
Base assisted substitution of α-amidoalkyl sulfones by nitromethane anion. A new entry to functionalized α-amino acids
The nitromethane anion reacts with α-amidoalkyl sulfones in THF affording the corresponding nitro derivatives that upon oxidation with alkaline potassium permanganate give the corresponding N-protected α-amino acids.
Ballini, Roberto,Petrini, Marino
p. 4449 - 4452
(2007/10/03)
More Articles about upstream products of 93025-71-9