156174-47-9Relevant articles and documents
Totally stereocontrolled synthesis of α,β-diamino acids by addition of grignard reagents to nitrones derived from L-serine
Merino, Pedro,Lanaspa, Ana,Merchan, Francisco L.,Tejero, Tomas
, p. 629 - 646 (2007/10/03)
The asymmetric synthesis of protected (2R,3S)- and (2R,3R)-3-substituted 2,3-α-amino acids is reported. The key step in the synthesis of these compounds is the diastereoselective addition of Grignard reagents to α- amino nitrones derived from L-serine. Total stereocontrol of the addition step is achieved by changing the protecting groups in the starting material. The predominant selectivity in each case can be reasonably interpreted in terms of steric effects of the substituents.
Dehydrooligopeptides. XVII. Practical syntheses of all of the diastereomers of N,N-protected 2,3-diaminobutanoic acids from L- and D-threonine derivatives
Nakamura,Hirai,Tamotsu,Yonezawa,Shin
, p. 1369 - 1377 (2007/10/02)
Syntheses of all of the dioctereomers of 2,3-diaminobutanoic acids, found in some pedtide antibiotics and toxins, were accomplished. The four isomers were derived mainly through two pathways including S(N)2 inversions of the β-substituent of L- or D-threonine derivatives. The various protecting groups and effective nucleophiles for the S(N)2 inversion were examined.
