Whitesell J K, Lawrence R M
Department of Chemistry, University of Texas, Austin 78712.
Chirality. 1989;1(1):89-91. doi: 10.1002/chir.530010116.
Absolute stereochemical control is employed in the synthesis of isosteres for dipeptide subunits (1; see Fig. 1) in which the amide linkage has been replaced by a trans carbon-carbon double bond. The synthesis affords access to the four stereoisomers of 1 in which R and R' = CH3, including the isostere for D-alanine-D-alanine (D-Ala-D-Ala), 2.
