Stereoselectivity in the amination of chiral cyclohex-3-en-1-one ketals

Tetrahedron

Volumn 53, Issue 13, 1997, Pages 4779-4786

  Fioravanti, Stefania ^a   Luna, Giuseppe ^a   Pellacani, Lucio ^a   Tardella, Paolo A ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; AMINO ACID DERIVATIVE;

AMINATION; ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE; PHOTOCHEMISTRY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030939140     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00161-0     Document Type: Article

References (18)

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3. Barani, M.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron 1994, 50, 11235-11238.
4. The cyclopropanation of allylic and homoallylic ketals has been thoroughly investigated: Mash, E. A.; Nelson, K. A. Tetrahedron 1987, 43, 679-692; Mash, E. A.; Hemperly, S. B.; Nelson, K. A.; Heidt, P. C.; Van Deusen, S. J. Org. Chem. 1990, 55, 2045-2055; Mash, E. A.; Hemperly, S. B. J. Org. Chem. 1990, 55, 2055-2060.
5. The cyclopropanation of allylic and homoallylic ketals has been thoroughly investigated: Mash, E. A.; Nelson, K. A. Tetrahedron 1987, 43, 679-692; Mash, E. A.; Hemperly, S. B.; Nelson, K. A.; Heidt, P. C.; Van Deusen, S. J. Org. Chem. 1990, 55, 2045-2055; Mash, E. A.; Hemperly, S. B. J. Org. Chem. 1990, 55, 2055-2060.
6. The cyclopropanation of allylic and homoallylic ketals has been thoroughly investigated: Mash, E. A.; Nelson, K. A. Tetrahedron 1987, 43, 679-692; Mash, E. A.; Hemperly, S. B.; Nelson, K. A.; Heidt, P. C.; Van Deusen, S. J. Org. Chem. 1990, 55, 2045-2055; Mash, E. A.; Hemperly, S. B. J. Org. Chem. 1990, 55, 2055-2060.
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11. 3, involved in the preparation of the imidoyl azide
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14. Kleinman, E. F. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Heathcock, C. H. Eds; Pergamon: New York, 1991; Vol. 2, p. 893-951 and references therein.
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16. Rosenlew, E. Chem. Ber. 1906, 39, 2202; Wolfe, S.; Ingold, C. F. J. Am. Chem. Soc. 1983, 105, 7755-7757; Yang, D. T. C.; Cao, Y. H.; Kabalka, G. W. Synth. Commun. 1995, 25, 3695-3699; Rothenberg, G.; Sasson, Y. Tetrahedron 1996, 52, 13641-13648.
17. Rosenlew, E. Chem. Ber. 1906, 39, 2202; Wolfe, S.; Ingold, C. F. J. Am. Chem. Soc. 1983, 105, 7755-7757; Yang, D. T. C.; Cao, Y. H.; Kabalka, G. W. Synth. Commun. 1995, 25, 3695-3699; Rothenberg, G.; Sasson, Y. Tetrahedron 1996, 52, 13641-13648.
18. Rosenlew, E. Chem. Ber. 1906, 39, 2202; Wolfe, S.; Ingold, C. F. J. Am. Chem. Soc. 1983, 105, 7755-7757; Yang, D. T. C.; Cao, Y. H.; Kabalka, G. W. Synth. Commun. 1995, 25, 3695-3699; Rothenberg, G.; Sasson, Y. Tetrahedron 1996, 52, 13641-13648.