Tetrahedron Letters p. 5717 - 5720 (1990)
Update date:2022-08-03
Topics: Strecker synthesis Asymmetric catalysis Organocatalysis Chiral Auxiliary Approach Chirality transfer Transition Metal-Catalyzed Reactions Enzymatic Resolution Chiral Pool Approach
Gmeiner
An efficient method for the synthesis of chiral β-amino acids starting from (S)-asparagine is shown. The key intermediate is an activated β-homoserine equivalent, which can be reacted with organocuprates to yield β-N,N-dibenzylamino nitrite derivatives. After deprotection the β-amino acids are obtained enantiomerically pure in high overall yield.
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