Tetrahedron p. 9179 - 9190 (1995)
Update date:2022-08-03
Topics: Strecker synthesis Diastereoselective Chiral Auxiliary
Chakraborty
Azhar Hussain
Venkat Reddy
The high diastereoselectivity achieved in Strecker synthesis using inexpensive α-phenylglycinol as chiral auxiliary and its facile removal by oxidative clearange make it an ideal choice for the large scale preparations of optically active α-amino acids specially α-arylglycines present abundantly in glycopeptide antibiotics. A number of chiral amino acids are synthesized following this method. Also molecular mechanics calculations are carried out to explain the observed diastereoselection.
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