An expeditious route to the synthesis of highly functionalized chiral oxepines from monosaccharides

Tetrahedron Letters

Volumn 39, Issue 19, 1998, Pages 3025-3028

  Ovaa, Huib ^a   Leeuwenburgh, Michiel A ^a   Overkleeft, Herman S ^a   Van Der Marel, Gijs A ^a   Van Boom, Jacques H ^a  

^a LEIDEN UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ALKOXY 1,2 PROPADIENE DERIVATIVE; GLYCOPYRANOSIDE; MONOSACCHARIDE; OXEPINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BINDING; CHEMICAL REACTION KINETICS; CHIRALITY; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0032493026     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00324-4     Document Type: Article

References (16)

1. 1. Leeuwenburgh, M. A.; Overkleeft, H. S.; Van der Marel, G. A.; Van Boom, J. H. Synlett. 1997, 11, 1263.
2. 2. For review articles, see: (a) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446.
3. (b) Schmalz, H. G. Angew. Chem. Int. Ed. Engl. 1995, 34, 1833.
4. (c) Mol, J. C.; Ivin, K. J. Olefin Metathesis and Metathesis Polymerization; Academic Press: London, 1997.
5. 3. Berger, D.; Overman, L. E.; Renhowe, P. A. J. Am. Chem. Soc. 1993, 115, 9305.
6. 4. Shing, T. K. M.; Wong, C.; Yip, T.; Tetrahedron: Asymm. 1996 7, 1323.
7. 5. Freeman, F.; Robarge, K. D.; Carbohydr. Res. 1986, 154, 270.
8. +.
9. 7. Kocienski, Ph. J. Protecting groups: Thieme foundations of organic chemistry series ed. by Enders, D.; Noyori, R.; Trost, B. M., Stuttgart; New York, 1994.
10. 8. Pirrung, F. PhD. Thesis, University of Amsterdam, 1995.
11. 9. For a recent review article on septanoses, see: Pakulski, Z. Polish J. Chem. 1996, 70, 667. For a review on higher carbon sugars, see: Jarosz, S. Polish J. Chem. 1996, 70, 141.
12. 9. For a recent review article on septanoses, see: Pakulski, Z. Polish J. Chem. 1996, 70, 667. For a review on higher carbon sugars, see: Jarosz, S. Polish J. Chem. 1996, 70, 141.
13. 10. Rutjes, F. P. J. T.; Kooistra, T. M.; Hiemstra, H.; Schoemaker, H. E. Synlett, in press.
14. 11. Okuru, K.; Alper, H. J. Org. Chem. 1997, 62, 1566.
15. 12. For a review article on 1-alkoxy-1,2-propadienes see: Zimmer, R. Synthesis 1993, 167.
16. 13. Ramana, C. V.; Murali, R.; Nagarajan, M. J. Org. Chem. 1997, 62, 7694.