Easy and Stereoselective One-Step Incorporation of Two Asymmetric Carbons in Pyranose Derivatives to Acyclic Epoxyamides: New, Potentially Useful Acyclic Chiral Templates

Journal of Organic Chemistry

Volumn 61, Issue 25, 1996, Pages 8839-8848

  Lopez Herrera F J ^a   Heras Lopez A M ^a   Pino Gonzalez M S ^a   Sarabia Garcia F ^a  

^a UNIVERSITY OF MÁLAGA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0343307452     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961017w     Document Type: Article

References (11)

1. (a) Hanessian, S. Total Synthesis of Natural Products: The 'Chiron' Approach; Pergamon Press: Oxford, 1983.
2. (b) Collins, P.; Ferrier, R. Monosaccharides; John Wiley and Sons: Chichester, 1995; pp 431-462.
3. Inch, T. D. Tetrahedron 1984, 40, 3161-3212.
4. Cadogen, J. I. G. Organophosphorus Reagents in Organic Synthesis; Academic Press: New York, 1979.
5. Katsui, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; Sharpless, K. B.; Tuddenham, D.; Walker, F. J. J. Org. Chem. 1982, 47, 1373-1378.
6. Valpuesta-Fernândez, M.; Durante-Lanes, P.; Lôpez-Herrera, F. J. Tetrahedron 1990, 46, 7911-7922.
7. Lôpez-Herrera, F. J.; Pino-Gonzàlez, M. S.; Sarabia-Garcîa, F.; Heras-Lôpez, A.; Ortega-Alcântara, J. J.; Pedraza-Cebriân, M. G. Tetrahedron: Asymmetry 1996, 7, 2065-2071.
8. Valpuesta-Fernândez, M.; Durante Lanes, P.; Lôpez-Herrera, F. J. Tetrahedron 1993, 49, 9547-9560.
9. 3).
10. 2), 76.7 (C-4), 68.2 (C-5), 62.0 (C-6), 57.9 (C-2), 51.5 (C-3). Other signals are similar with that of 16.
11. Payne, G. B. J. Org. Chem. 1962, 3819-3822.