The Passerini reaction was conducted using N-Boc-L-phenylalaninal and a variety of achiral or chiral acids and isocyanides to prepare a library of 27 Passerini products. Reaction diastereoselectivity varied between 1.7:1 to 2.5:1 and in most cases isolation of the individual diastereomers was possible. Passerini products were subjected to a deprotection and acyl migration sequence to give a library of peptidomimetic α-hydroxy-β-acylaminoamides in generally excellent yield. Single crystal X-ray analysis of two of the final products enabled identification of the major diastereomer as having an (R) configuration at the newly-formed stereogenic centre, which corresponds to anti-Felkin-Anh addition of the isocyanide to the aldehyde.

使用N -Boc-L-苯丙氨酸和各种非手性或手性酸和异氰酸酯进行Passerini反应，以制备27种Passerini产品的文库。反应非对映异构体选择性在1.7：1至2.5：1之间变化，在大多数情况下，可以分离单个非对映异构体。对Passerini产品进行脱保护和酰基转移序列，以一般优异的产率得到拟肽的α-羟基-β-酰基氨基酰胺文库。对两种最终产物进行单晶X射线分析，可以鉴定出主要的非对映异构体在新形成的立体异构中心具有（R）构型，这对应于异氰酸酯向醛的反-Felkin-Anh加成。