Repozytorium

Synthesis and resolution of diastereomers of (R,R)-1,2-cyclohexylenediamino-di-phenylmethylphosphonates.

Autorzy

Jarosław Lewkowski

Paweł Tokarz

Tadeusz Lis

Katarzyna Ślepokura

Rok wydania

2012

Czasopismo

Tetrahedron-Asymmetry

Numer woluminu

23

Strony

482-488

DOI

10.1016/j.tetasy.2012.04.007

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Salen-like compounds, such as bis-aminophosphonic systems bearing a (R,R)-1,2-diamino-cyclohexyl (DACH) moiety, were synthesized by the addition of dialkyl phosphites to the azomethine bond of N,N′-dibenzylidene-1,2-diaminocyclohexane 2. Five bis-aminophosphonates, dimethyl, diethyl, diisopropyl, dibenzyl, and diallyl derivatives, were obtained in high diastereoselectivity. Three of these compounds, dimethyl 3a, diethyl 3b, and diisopropyl 3c derivatives, had the predominant diastereoisomers separated. A hypothetical explanation of the diastereoselectivity is also reported.

Adres publiczny

https://doi.org/10.1016/j.tetasy.2012.04.007

Strona internetowa wydawcy

http://www.elsevier.com

Podobne publikacje
2015

Diastereoselective synthesis of tetraalkyl (R,R)-1,2-cyclohexylene-diamino-di-phosphonates bearing thiophene, furan and pyrrole moieties. Computational and experimental study on their formation.

Chrostowska Anna, Darrigan Clovis, Khayar Said, Baylère Patric, Lewkowski Jarosław, Krzyczmonik Anna, Tokarz Paweł, Ślepokura Katarzyna, Lis Tadeusz