94226-56-9Relevant articles and documents
Selective α-amination and α-acylation of esters and amides via dual reactivity of O-acylhydroxylamines toward zinc enolates
McDonald, Stacey L.,Wang, Qiu
supporting information, p. 2535 - 2538 (2014/03/21)
Selective α-amination and α-acylation of esters and amides have been developed, employing O-acylhydroxylamines as a dually reactive aminating and acylating reagent. Treatment of zinc enolates with O-acylhydroxylamines provides solely 1,3-dicarbonyl compounds under mild conditions. Introduction of a copper catalyst into the system shifts the reactivity entirely, yielding α-amination products exclusively.
Chemoenzymatic synthesis of enantiomerically pure (2S,3R,4S)-4- hydroxyisoleucine, an insulinotropic amino acid isolated from fenugreek seeds
Rolland-Fulcrand, Valerie,Rolland, Marc,Roumestant, Marie-Louise,Martinez, Jean
, p. 873 - 877 (2007/10/03)
A short six-step synthesis of (2S,3R,4S)-4-hydroxyisoleucine (1a) with total control of stereochemistry is reported, the last step being the enzymatic resolution by hydrolysis of a N-phenylacetyl lactone derivative using the commercially available penicillin acylase G immobilized on Eupergit C (E-PAC). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
STEREOSELECTIVE SYNTHESIS OF t-BUTYL 2-AMINO-2,5-DIDEOXY-L-LYXO-PENTANOATE: FORMAL SYNTHESIS OF L-DAUNOSAMINE
Banfi, Luca,Cardani, Silvia,Potenza, Donatella,Scolastico, Carlo
, p. 2317 - 2322 (2007/10/02)
Enantiomerically pure t-Butyl 2-amino-2,5-dideoxy-L-lyxo-pentanoate 4c is synthesized via the highly diastereoselective MgBr2 mediated addition of dibenzylamino acetate silylketene acetal 2 to O-benzyl lactic aldehyde 3.The synthesis of γ-lactone 5c, a known intermediate in the synthesis of L-daunosamine, is also described.