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Volumn 13, Issue 7, 2011, Pages 1793-1795

Access to enantiomerically enriched cis-2,3-disubstituted azetidines via diastereoselective hydrozirconation

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE DERIVATIVE; HYDROGEN; IODINE; PYRROLIDINE DERIVATIVE; SILICATE; ZIRCONIUM;

EID: 79953165400     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200323r     Document Type: Article
Times cited : (16)

References (65)
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    • For recent reviews of the azetidine synthesis, see
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    • references cited therein For selected recent syntheses, see:;; Tetrahedron Lett. 2007, 48, 2471
    • Alcaide, B.; Pedro Almendros, P.; Aragoncillo, C. Chem. Rev. 2007, 107, 4437 and references cited therein For selected recent syntheses, see: Ghorai, M. K.; Das, K.; Kumar, A. Tetrahedron Lett. 2007, 48, 2471
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    • Alcaide, B.1    Pedro Almendros, P.2    Aragoncillo, C.3    Ghorai, M.K.4    Das, K.5    Kumar, A.6
  • 34
    • 0030607168 scopus 로고    scopus 로고
    • For selected reviews of hydrozirconation, see
    • For selected reviews of hydrozirconation, see: Wipf, P.; Jahn, H. Tetrahedron 1996, 40, 12853
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    • 2Cl are available.
    • 2Cl are available.
  • 38
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    • For some recent synthetic applications, see
    • For some recent synthetic applications, see: Pu, X.; Ready, J. M. J. Am. Chem. Soc. 2008, 130, 10874
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    • Pu, X.1    Ready, J.M.2
  • 47
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    • When using 1 or 2 equiv of the Schwartz reagent, the starting material was recovered.
    • When using 1 or 2 equiv of the Schwartz reagent, the starting material was recovered.
  • 48
    • 79953231534 scopus 로고    scopus 로고
    • 2 as solvent, the hydrozirconation does not take place.
    • 2 as solvent, the hydrozirconation does not take place.
  • 49
    • 79953217930 scopus 로고    scopus 로고
    • The cis stereochemistry in 4a was assigned based on the NOESY experiment (see the Supporting Information).
    • The cis stereochemistry in 4a was assigned based on the NOESY experiment (see the Supporting Information).
  • 51
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    • For nonracemizing addition of Grignard reagents to amides see
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    • Wittig-type olefination of similar α-NH-protected ketones is reported for being effective without altering the optical purity:;;;;;;;, For other examples of Wittig-type olefination of α-NH-Boc protected ketones, see:;;; Bull. Korean Chem. Soc. 2006, 27, 1371
    • Wittig-type olefination of similar α-NH-protected ketones is reported for being effective without altering the optical purity: Son, Y.; Park, C.; Koh, J. S.; Choy, N.; Lee, C. S.; Choi, H.; Kim, S. C.; Yaon, H. Tetrahedron Lett. 1994, 35, 3745 For other examples of Wittig-type olefination of α-NH-Boc protected ketones, see: Lim, H.-J.; Jung, M. H.; Lee, I. Y. C.; Park, W. K. Bull. Korean Chem. Soc. 2006, 27, 1371
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.