Efficient Synthesis of Chiral N-Tosyl-3,4-Disubstituted Hexahydroazepines from D-(-)-Quinic Acid

Synlett

Volumn 1996, Issue 1, 1996, Pages 29-30

  Albertini, Enrichetta ^a   Barco, Achille ^a   Benetti, Simonetta ^a   De Risi, Carmela ^a   Pollini, Gian P ^a   Zanirato, Vinicio ^a  

^a UNIVERSITY OF FERRARA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003074039     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5304     Document Type: Article

References (13)

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6. Hu, H.; Jagdmann, G. E., Jr.; Hughes, P. F.; Nichols, J. B., Tetrahedron Lett., 1995, 36, 3659-3662.
7. For a recent review of the preparations of medium ring nitrogen heterocycles: Evans, P. A.; Holmes, A. B., Tetrahedron, 1991, 47, 9131-9166.
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11. -1.
12. Craig, J. C.; Naik, A. R., J. Am. Chem. Soc., 1962, 84, 3410. General procedure for Beckmann rearrangement: A solution of the oxime derivative (1mmol) in benzene (1ml) was adsorbed on a column of basic alumina (Merck, activity 1; 5g). The eluate from methanol (45ml) was concentrated under reduced pressure. The residue was purified by recrystallization.
13. Hanessian, S.; Plessas, N. R., J. Org. Chem., 1969, 34, 1035-1044.