138892-10-1Relevant articles and documents
Investigations concerning the syntheses of TADDOL-derived secondary amines and their use to access novel chiral organocatalysts
Gratzer, Katharina,Waser, Mario
supporting information, p. 3661 - 3670 (2013/02/22)
A structurally carefully diversified library of novel TADDOL-derived chiral secondary amines was synthesized and investigated for their applicability to obtain new organocatalysts like chiral Lewis bases and chiral phase-transfer catalysts. The scope and limitations of the developed syntheses routes to access these catalysts as well their catalytic performance in different benchmark reactions were systematically investigated. The most powerful of the catalysts prepared was found to be highly useful for the phase-transfer catalyzed α-alkylation of glycine Schiff base (high yields and up to 93% ee). Georg Thieme Verlag KG Stuttgart · New York.
Oxygen alkylation of Schiff base derivatives of amino acids
O'Donnell,Cook,Rusterholz
, p. 989 - 993 (2007/10/02)
Higher imine esters 1a-h and 7a-b of amino acids and dipeptides are prepared in 68-91% yield by saponification of the benzophenone Schiff base methyl esters 3a-d and 6 using phase-transfer techniques followed by O-alkylation with an alkyl halide. The procedure occurs with retention of configuration at the α-carbon except with phenylglycine derivatives.
