Solution- and solid-phase synthesis of 4-hydroxy-4,5-dihydroisoxazole serivatives from enantiomerically pure N-tosyl-2,3-aziridine alcohols

Organic Letters

Volumn 4, Issue 4, 2002, Pages 497-500

  Righi, Paolo ^a   Scardovi, Noemi ^a   Marotta, Emanuela ^a   Holte, Peter Ten ^b   Zwanenburg, Binne ^b  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

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ARTICLE;

EID: 0038370762     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0170152     Document Type: Article

References (38)

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30. Compounds 5a-c were prepared by adapting the procedures found in the following references. 5a: Backer, Y.; Eisenstadt, A.; Stille, J. K. J. Org. Chem. 1980, 45, 2145. 5b: Jurczak, J.; Gryko, D.; Kobrycka, E.; Gruza, H.; Prokopowicz, P. Tetrahedron 1998, 54, 6051. 5c: DeChristopher, P. J.; Adamek, J. P.; Lyon, G. D.; Klein, S. O.; Baumgarten, R. J. J. Org. Chem. 1974, 39, 3525.
31. Compounds 5a-c were prepared by adapting the procedures found in the following references. 5a: Backer, Y.; Eisenstadt, A.; Stille, J. K. J. Org. Chem. 1980, 45, 2145. 5b: Jurczak, J.; Gryko, D.; Kobrycka, E.; Gruza, H.; Prokopowicz, P. Tetrahedron 1998, 54, 6051. 5c: DeChristopher, P. J.; Adamek, J. P.; Lyon, G. D.; Klein, S. O.; Baumgarten, R. J. J. Org. Chem. 1974, 39, 3525.
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33. 5
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36. Hydroxymethyl polystyrene (100-200 mesh, 1% DVB, loading 0.68 mequiv/g) was purchased from Novabiochem and used as received.
37. A similar procedure was recently reported for Wang resin: Kuster, G. J.; Scheeren, H. W. Tetrahedron Lett. 2000, 41, 515. See also: Sylvam, C.; Wagner, A.; Mioskowski, C. Tetrahedron Lett. 1999, 40, 875.
38. A similar procedure was recently reported for Wang resin: Kuster, G. J.; Scheeren, H. W. Tetrahedron Lett. 2000, 41, 515. See also: Sylvam, C.; Wagner, A.; Mioskowski, C. Tetrahedron Lett. 1999, 40, 875.