Kamiński Z J
Institute of Organic Chemistry, Technical University of Lódz, 90-924 Lódz, Poland.
Biopolymers. 2000;55(2):140-64. doi: 10.1002/1097-0282(2000)55:2<140::AID-BIP40>3.0.CO;2-B.
The synthesis, properties, and application of condensing reagents derived from 1,3,5-triazines are described. The mechanism of activation of carboxylic function, structure of reactive intermediates, and mechanism of acylation of nucleophiles are presented. The synthetic versatility of mono- and bifunctional reagents for syntheses in solution, triazine-based immobilized reagents, chiral triazines for enantiodifferentiating syntheses, are discussed. The scope and limitation of the synthetic utility of triazine reagents in the preparation of heterocyclic compounds, amides, esters, oligopeptides-including large-scale syntheses and use in the combinatorial chemistry-is demonstrated.
描述了源自1,3,5-三嗪的缩合试剂的合成、性质及应用。介绍了羧基的活化机理、反应中间体的结构以及亲核试剂的酰化机理。讨论了用于溶液合成的单官能和双官能试剂、基于三嗪的固定化试剂、用于对映体选择性合成的手性三嗪的合成通用性。展示了三嗪试剂在杂环化合物、酰胺、酯、寡肽制备中的合成效用范围及局限性,包括大规模合成以及在组合化学中的应用。