A general approach to the synthesis of 1-deoxy-L-iminosugars.
A stereoselective procedure for the preparation of non-naturally occurring deoxy iminosugars belonging to L-series has been developed. The synthesis involves the construction of the key intermediate bicycle pyperidine 8, available in few steps by the coupling of the heterocyclic synthon 3 and the readily available Garner aldehyde 4.
Dipartimento di Chimica Organica e Biochimica, Università di Napoli Federico II, via Cynthia, 4 I-80126 Napoli, Italy. guaragna@unina.it
Annalisa
A
Guaragna
Stefano
S
D'Errico
Daniele
D
D'Alonzo
Silvana
S
Pedatella
Giovanni
G
Palumbo
D000447:Aldehydes / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry; D050111:Imino Sugars / Q000138:chemical synthesis*; D010880:Piperidines / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D006571:Heterocyclic Compounds; D050111:Imino Sugars; D010880:Piperidines