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Volumn 61, Issue 24, 1996, Pages 8360-8361

Sequential asymmetric hydrogenation of symmetric bis-cinnamic acid derivatives: Syntheses of the C2-symmetric core units of HIV protease inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; CINNAMIC ACID DERIVATIVE; PROTEINASE INHIBITOR;

EID: 0029906615     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961012z     Document Type: Article
Times cited : (11)

References (33)
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  • 14
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    • See also ref. 3c
    • For sequential asymmetric hydrogenation, see: Kitamura, M.; Ohkuma, T.; Inoue, S.; Sayo, N. Kumobayashi, H.; Akutagawa, S.; Ohta, T.; Takaya, H.; Noyori, R. J. Am. Chem. Soc. 1988, 110, 629. Baba, S. E.; Sartor, K.; Poulin, J.-C.; Kagan, H. B. Bull. Soc. Chim. Fr. 1994, 131, 525. See also ref. 3c.
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  • 20
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    • note
    • 3, respectively.
  • 29
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    • note
    • When the reaction was carried out at 60°C, complete lactonization was observed in the product where the keto group was also hydrogenated.
  • 31
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    • DPPA (diphenyl phosphorazidate). For the modified Curtius reaction, see: Ninomiya, K.; Shioiri, T.; Yamada, S. Tetrahedron 1974, 30, 2151. Wittenberger, S. J.; Baker, W. R.; Donner, B. G. Tetrahedron 1993, 49, 1547.
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    • note
    • 1H NMR analyses of its diBOC acetate 16.


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