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Volumn 9, Issue 2, 2007, Pages 267-270

Directed reductive amination of β-hydroxy-ketones: Convergent assembly of the ritonavir/lopinavir core

Author keywords

[No Author keywords available]

Indexed keywords

AMINOALCOHOL; KETONE; LOPINAVIR; ORGANOMETALLIC COMPOUND; PROTEINASE INHIBITOR; PYRIMIDINONE DERIVATIVE; RITONAVIR; TITANIUM;

EID: 33846630858     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062715y     Document Type: Article
Times cited : (54)

References (45)
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    • For examples of bioactive 1,3-amino alcohols, see: (a) Wang, Y.-F.; Izawa, T.; Kobayashi, S.; Ohno, M. J. Am. Chem. Soc. 1982, 104, 6465.
  • 6
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    • For previous approaches to the chiral 1,3-amino alcohol functionality, which are however not as short and convergent as the one-described herein, see: a
    • For previous approaches to the chiral 1,3-amino alcohol functionality, which are however not as short and convergent as the one-described herein, see: (a) Pilli, R. A.; Russowsky, D.; Dias, L. C. Chem. Commun. 1987, 14, 1053.
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    • For reviews, see: a, Georg Thieme Verlag: Stuttgart
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    • Martens, J.1
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    • More recent examples are described in: (a) Apodaca, R.; Xiao, W. Org. Lett. 2001, 3, 1745.
    • More recent examples are described in: (a) Apodaca, R.; Xiao, W. Org. Lett. 2001, 3, 1745.
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    • (2005) Synlett , pp. 203
    • Tararov, V.I.1    Börner, A.2
  • 27
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    • Asymmetric animations of cyclic ketones have been reported: (a) Abdel-Magid, A. F.; Carson, K. G.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61, 3849.
    • Asymmetric animations of cyclic ketones have been reported: (a) Abdel-Magid, A. F.; Carson, K. G.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61, 3849.
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    • 33746679902 scopus 로고    scopus 로고
    • Asymmetric reductive aminations with chiral amines are reported by
    • Asymmetric reductive aminations with chiral amines are reported by: Nugent, T. C.; Ghosh, A. K.; Wakchaure, V. N.; Mohanty, R. R. Adv. Synth. Catal. 2006, 348, 1289.
    • (2006) Adv. Synth. Catal , vol.348 , pp. 1289
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  • 36
    • 33846605606 scopus 로고    scopus 로고
    • For related conditions for direct reductive aminations of carbonyls, see: (a) entry 1, ref 4a
    • For related conditions for direct reductive aminations of carbonyls, see: (a) entry 1, ref 4a.
  • 37
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    • (b) Entry 2: Bhattacharyya, S. Synth. Commun. 1997, 27, 4265.
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    • Entry 3: ref 4e
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    • Entry 6: Bhattacharyya, S.; Neidigh, K. A.; Avery, M. A.; Williamson, J. S. Synlett 1999, 1781.
    • (f) Entry 6: Bhattacharyya, S.; Neidigh, K. A.; Avery, M. A.; Williamson, J. S. Synlett 1999, 1781.
  • 42
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    • Stereochemical assignment of 9 and 10 was based on J-based configurational analysis and confirmed by NMR analysis of a cyclic derivative (see Supporting Information): (Chemical Equation Presented)
    • Stereochemical assignment of 9 and 10 was based on J-based configurational analysis and confirmed by NMR analysis of a cyclic derivative (see Supporting Information): (Chemical Equation Presented)
  • 44
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    • For experimental details, spectral data, HPLC traces, and copies of NMR spectra for all new compounds, see Supporting Information
    • For experimental details, spectral data, HPLC traces, and copies of NMR spectra for all new compounds, see Supporting Information.
  • 45
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    • Cowden, C.J.1    Paterson, I.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.