156093-93-5Relevant articles and documents
Highly Diastereoselective Synthesis of Threo or Erythro Aminoalkyl Epoxides from α-Amino Acids
Barluenga, Jose,Baragana, Beatriz,Concellon, Jose M.
, p. 6696 - 6699 (2007/10/03)
α-Chloro-α'-(dibenzylamino)methylketones 3 are synthesized in enantiomerically pure form starting from α-amino acids.Reduction of amino ketones 3 and further epoxidation affords threo aminoalkyl epoxides 6 with diastereoisomeric excess ranging between 94percent and 98percent.The synthesis of erythro amino epoxides 9 is also described by reaction of α-amino aldehydes 7 with in situ generated (halomethyl)lithium.Amino epoxides 9 were obtained with a diastereoisomeric excess ranging between 91percent and 98percent.