A chemoenzymatic-RCM strategy for the enantioselective synthesis of new dihydroxylated 5-hydroxymethyl-indolizidines and 6-hydroxymethyl-quinolizidines
Articolo
Data di Pubblicazione:
2007
Citazione:
A chemoenzymatic-RCM strategy for the enantioselective synthesis of new dihydroxylated 5-hydroxymethyl-indolizidines and 6-hydroxymethyl-quinolizidines / G. Lesma, A. Colombo, N. Landoni,
A. Sacchetti, A. Silvani. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 18:16(2007), pp. 1948-1954. [10.1016/j.tetasy.2007.07.017]
Abstract:
A direct method for the synthesis of new azasugars-like compounds has been developed, which involves a new biocatalytic protocol based on the use of a lipase from Candida Cylindracea and of a ionic liquid as reaction medium, to prepare the key C1-symmetric piperidine precursor. By subsequent application of RCM reactions and OsO4-catalyzed double bond syn-dihydroxylation, the synthesis of the target compounds could be accomplished in a straightforward and stereocontrolled manner.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
G. Lesma, A. Colombo, N. Landoni, A. Sacchetti, A. Silvani
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