Synthetic Approach to Olguine: EPC1Preparation of Ethyl 6,7-Anhydro-4-O-Benzyl-2,3-Dideoxy-α-D-Altro-Oct-2-Eno-1,8-Dialdo-1,5-Pyranoside
- 1 December 1987
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 6 (4) , 685-690
- https://doi.org/10.1080/07328308708058897
Abstract
(+)-Olguine (1) is a natural product isolated in our laboratory2 from a non-classified species of the genus Hyptis. It shows antileukemic activity invitro3. We are interested in the synthesis of olguine and related compounds (such as diastereomers) in order to test their physiological activity.Keywords
This publication has 10 references indexed in Scilit:
- Preparation of (4R,5S)-(5-methyl-2,2-dimethyl-1,3-dioxolane-4-ylmethyl)-phosphonium iodide. A synthetic approach to olguine: further model studiesCanadian Journal of Chemistry, 1987
- The reaction of carbohydrate-derived alkoxyaldehydes with methoxycarbonylmethylenetriphenylphosphorane: stereoselective synthesis of β-unsaturated estersTetrahedron, 1987
- Stereocontrolled routes to cis-hydroxyamino sugars. Part VII. A synthesis of holacosamineCanadian Journal of Chemistry, 1984
- The first practical method for asymmetric epoxidationJournal of the American Chemical Society, 1980
- Molecular sieve-assisted oxidations: new methods for carbohydrate derivative oxidationsJournal of the Chemical Society, Chemical Communications, 1980
- 4-dimethylaminopyridine: an efficient and selective catalyst for the silylation of alcoholsTetrahedron Letters, 1979
- New compounds from . X-ray crystal and molecular structures of olguineTetrahedron Letters, 1979
- Nouvelle methode de benzylation d'hydroxyles glucidiques encombresTetrahedron Letters, 1976
- Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compoundsTetrahedron Letters, 1975
- High stereo- and regioselectivities in the transition metal catalyzed epoxidations of olefinic alcohols by tert-butyl hydroperoxideJournal of the American Chemical Society, 1973