Direct Aminoalkylation of α-Branched Aldehydes with in situ Generated Glycine Cation Equivalents
作者:Nikolaus Risch、Stefan Piper
DOI:10.1055/s-2004-829536
日期:——
The efficient synthesis of β-formyl-α-aminocarboxylates 4 by direct aminoalkylation of aldehydes with in situ generated ternaryiminiumsalts from inexpensive starting materials is described. These compounds are easily transformed into α-amino-β,β-dialkyl-γ-butyrolactones 10 and a,a-dialkyl-β-dialkylamino-butane-1,4-diols 11 and can be used as versatile building blocks.
An efficientroute to the synthesis of 3-amino-2-ethoxycarbonyl imidazo[1,2-a]pyridine derivatives starting from ethyl α-benzotriazolyl-α-morpholinoacetate has been developed. By the reactions between primary heterocyclic amidines and isocyanidescatalyzed by Ga(OTf)3, target compounds were obtained in moderate to good yields. This in turn will set the stage for the wide application of this useful
从α-苯并三唑基-α-吗啉代乙酸乙酯开始,已经开发了合成3-氨基-2-乙氧基羰基咪唑并[1,2- a ]吡啶衍生物的有效途径。通过Ga(OTf)3催化的伯杂环am与异氰酸酯之间的反应,可以中等至良好的收率获得目标化合物。反过来,这将设置了阶段为3-氨基-2- carbonylimidazo [1,2的合成这个有用的反应的广泛应用一个基于咪唑并[1,2]吡啶一]吡啶特权结构。
The Chemistry of<i>N</i>-Substituted Benzotriazoles Part 23. Synthesis of Tertiary α-Amino Esters
作者:Alan R. Katritzky、Laszlo Urogdi、Annie Mayence
DOI:10.1055/s-1989-27244
日期:——
2-Dialkylaminoalkanoic esters 6 are prepared in good yield by the reaction of organozinc derivatives 5 with dialkylamino(1-benzo-triazolyl)acetic esters 4, obtained from the condensation of secondary amines 3 with ethyl glyoxylate 2 and benzotriazole (1).