Issue 10, 2001

Asymmetric synthesis of novel polyhydroxylated derivatives of indolizidine and quinolizidine by intramolecular 1,3-dipolar cycloaddition of N-(3-alkenyl)nitronesElectronic supplementary information (ESI) available: configurational assignment of the adduct 4 and experimental details of preparation and characterisation of 6 and 8. See http://www.rsc.org/suppdata/cc/b1/b101057n/

Abstract

Reaction of 3-O-benzyl-1,2-O-isopropylidene-1,5-pentadialdo-α- D-xylofuranose with N-(1,1-dimethylbut-3-enyl)hydroxylamine followed by intramolecular 1,3-dipolar cycloaddition yields 7-oxa-1-azabicyclo[2.2.1]heptane derivative 4, which is easily converted into novel polyhydroxylated quinolizidine 6 and indolizidine 8.

Supplementary files

Article information

Article type
Communication
Submitted
31 Jan 2001
Accepted
10 Apr 2001
First published
01 May 2001

Chem. Commun., 2001, 915-916

Asymmetric synthesis of novel polyhydroxylated derivatives of indolizidine and quinolizidine by intramolecular 1,3-dipolar cycloaddition of N-(3-alkenyl)nitrones

P. Gębarowski and W. Sas, Chem. Commun., 2001, 915 DOI: 10.1039/B101057N

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