A Divergent Synthesis of (+)-Muscarine and (+)-epi-Muscarine from d-Glucose

Author:

Popsavin Velimir,Berić Ostoja,Popsavin Mirjana,Radić Ljubica,Csanádi János,Ćirin-Novta Vera

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference23 articles.

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2. For reviews see: Wilkinson, S. Q. Rev. Chem. Soc. 1961, 15, 153–171; Wasser, P. G. Pharmacol. Rev. 1961, 13, 465–513; Wang, P.-C.; Joulliè, M. M. In Muscarine Alkaloids; Brossi, A., Ed.; The Alkaloids; Academic Press: New York, 1984; Vol. 23, pp 327–380; Kuszmann, J. In Synthesis of Muscarine Analogues from Hexitols; F.E.C.S. Third International Conference on Chemistry and Biotechnology of Biologically Active Natural Products; 1985; Vol. 2, pp 113–126; Lewis, J. R. Nat. Prod. Rep. 1992, 9, 81–101.

3. Muscarine Receptor Subtypes in Human Neurodegenerative Disorders: Focus on Alzheimer's Disease;Quirion,1989

4. Synthesis of enantiomerically pure (+)-muscarine from carbohydrates: Hardegger, E.; Lohse, F. Helv. Chim. Acta 1957, 40, 2383–2389; Mubarak, A.; Brown, D. M. J. Chem. Soc., Perkin Trans. 1 1982, 809–813; Pochet, S.; Huynh-Dinh, T. J. Org. Chem. 1982, 47, 193–198; Mulzer, J. Angermann, A.; Munch, W.; Schlichthörl, G.; Hantzschel, A. Liebigs Ann. Chem. 1987, 7–14; Bandzouzi, A.; Chapleur, Y. J. Chem. Soc., Perkin Trans. 1 1987, 661–664; Takano, S.; Ivabushi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1989, 1371–1372.

5. A practical synthesis of (+)-muscarine from L-rhamnose

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