A solvent-free organocatalyzed intermolecular cyclization reaction starting from β-substituted γ-hydroxy-α,β-unsaturated esters and aryl isothiocyanates proceeds via an aza-Michael addition to provide previously unknown quaternary oxazolidine-2-thione β3 amino ester analogs. A panel of diversely-substituted esters was investigated, including β,γ-disubstituted examples which provided the target molecules with very high cis diastereoselectivity.
Solvent-Free Synthesis of Quaternary Oxazolidine-2-thione β3-Amino Ester Analogs
Soddu F.;Caboni P.;Secci F.;Frongia A.
Ultimo
2022-01-01
Abstract
A solvent-free organocatalyzed intermolecular cyclization reaction starting from β-substituted γ-hydroxy-α,β-unsaturated esters and aryl isothiocyanates proceeds via an aza-Michael addition to provide previously unknown quaternary oxazolidine-2-thione β3 amino ester analogs. A panel of diversely-substituted esters was investigated, including β,γ-disubstituted examples which provided the target molecules with very high cis diastereoselectivity.
File in questo prodotto:
| File | Dimensione | Formato | |
|---|---|---|---|
|
Eur J Org Chem - 2022 - Soddu - Solvent‐Free Synthesis of Quaternary Oxazolidine‐2‐thione 3‐Amino Ester Analogs.pdf
Solo gestori archivio
Tipologia:
versione editoriale
Dimensione
2.96 MB
Formato
Adobe PDF
|
2.96 MB | Adobe PDF | Visualizza/Apri Richiedi una copia |
|
EurJOC 2022-DJA-revised (1).docx
accesso aperto
Tipologia:
versione pre-print
Dimensione
665.62 kB
Formato
Microsoft Word XML
|
665.62 kB | Microsoft Word XML | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
