Synthesis of hydroxylated hexahydropyrrolo[2,1-b]thiazoles

Agoston, Károly and Geyer, Armin (2004) Synthesis of hydroxylated hexahydropyrrolo[2,1-b]thiazoles. TETRAHEDRON LETTERS, 45 (9). pp. 1895-1898. ISSN 0040-4039

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Abstract

An unexpected ring contraction of 7,5-fused bicyclic thiazolidinelactams yields hexahydropyrrolo[2,1-b]thiazoles in a single synthetic step. Three stereocentres are inverted along the highly stereoselective reaction path. The title compounds are further transformed into thio-analogues of polyhydroxylated pyrrolizidine alkaloids. (C) 2004 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: POLYHYDROXYLATED PYRROLIZIDINE ALKALOIDS; METATHESIS-TRANSANNULAR CYCLIZATION; DIASTEREOMERICALLY PURE; GLYCOSIDIC HETEROATOM; SYNCYTIUM FORMATION; BICYCLIC AZASUGARS; CASTANOSPERMINE; TANDEM; NITROALKENES; ANALOGS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 21 Jul 2021 11:52
Last Modified: 21 Jul 2021 11:52
URI: https://pred.uni-regensburg.de/id/eprint/37986

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