Polyhydroxylated pyrrolidines. Part II: Highly stereoselective synthesis of partially protected DMDP derivatives from d-fructose-Reference-Cited by-同舟云学术

Polyhydroxylated pyrrolidines. Part II: Highly stereoselective synthesis of partially protected DMDP derivatives from d-fructose

Published:2002-08 Issue:14 Volume:13 Page:1503-1508
ISSN:0957-4166
Container-title:Tetrahedron: Asymmetry
language:en
Short-container-title:Tetrahedron: Asymmetry

Author:

Izquierdo Isidoro,Plaza Marı́a T.,Franco Francisco

Publisher

Elsevier BV

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Reference11 articles.

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4. New polyhydroxylated pyrrolizidine alkaloids from Muscari armeniacum: structural determination and biological activity

5. Isolation from natural sources: (a) Evans, S. V.; Fellows, L. E.; Shing, T. K. M.; Fleet, G. W. J. Phytochemistry 1985, 24, 1953–1956; (b) Asano, N.; Oseki, K.; Kizu, H.; Matsui, K. J. Med. Chem. 1994, 37, 3701–3706; (c) Watson, A. A.; Nash, R. J.; Wormald, M. R.; Harvey, D. J.; Dealler, S.; et al. Phytochemistry 1997, 46, 255–260; (d) Asano, N.; Nishida, M.; Kizu, H.; Matsui, K. J. Nat. Prod. 1997, 60, 98–101; (e) Asano, N.; Kato, A.; Miyauchi, M.; Kizu, H.; Kameda, Y.; et al. J. Nat. Prod. 1998, 61, 625628; (f) Kato, A.; Adachi, I.; Miyauchi, M.; Ikeda, K.; Komae, T.; et al. Carbohydr. Res. 1999, 316, 95–103; (g) Kim, H. S.; Kim, Y. H.; Hong, Y. S.; Paek, M. S.; Lee, H. S.; Kim, T. H.; Kim, K. W.; Lee, J. J. Planta Med. 1999, 65; 437–439; (h) Ikeda, K.; Takahashi, M.; Nishida, M.; Miyauchi, M.; Kizu, H.; Kameda, Y.; Arisawa, M.; Watson, A. A.; Nash, R. J.; Fleet, G. W. J.; Asano, N. Carbohydr. Res. 2000, 323, 73–80. For previous syntheses, see: (a) Card, P. J.; Hitz, W. D. J. Org. Chem. 1985, 50, 891–893; (b) Fleet, G. W. J.; Smith, P. W. Tetrahedron 1987, 43, 971–978; (c) Hung, R. R.; Straub, J. A.; Whitesides, G. M. J. Org. Chem. 1991, 56, 3849–3855; (d) Legler, G.; Korth, A.; Berger, A.; Ekhart, C.; Gradnig, G.; Stütz, A. E. Carbohydr. Res. 1993, 250, 67–78; (e) Baxter, E. W.; Reitz, A. B. J. Org. Chem. 1994, 59, 31753185; (f) Park, K. H.; Yoon, Y. J.; Lee, S. G. Tetrahedron Lett. 1994, 35, 9737–9740; (g) Chorghade, M. S.; Cseke, C. T.; Liu, P. S. Tetrahedron: Asymmetry 1994, 5, 2251–2254; (h) Ikota, N. Heterocycles 1995, 41, 983–994; (i) Asano, N.; Kizu, H.; Oseki, K.; Tomioka, E.; Matsui, K.; et al. J. Med. Chem. 1995, 38, 2349–2356; (j) Le Merrer, Y.; Poitout, L.; Depazay, J.-C.; Dosbaa, I.; Geoffroy, S.; Foglietti, M.-J. Biorg. Med. Chem. 1997, 5, 519–533.

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