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Volumn , Issue 5, 2005, Pages 895-906

Copper-catalysed, enantioselective desymmetrisation of meso cyclic allylic bis(diethyl phosphates) with organozinc reagents

Author keywords

Allylic substitution; Asymmetric synthesis; Chiral ligands; Copper; Meso Desymmetrisation; Zinc

Indexed keywords

ALLYL COMPOUND; COPPER; CYCLIC ALLYLIC BIS(DIETHYL PHOSPHATE); CYCLOHEXANE DERIVATIVE; LIGAND; ORGANOMETALLIC COMPOUND; ORGANOZINC COMPOUND; PHOSPHATE; PHOSPHORAMIDIC ACID DERIVATIVE; REAGENT; SCHIFF BASE; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

EID: 15044338885     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400757     Document Type: Article
Times cited : (25)

References (65)
  • 1
    • 0039715416 scopus 로고
    • For representative relevant studies on the regiocontrol and the mechanism of the allylic substitution reaction with organometallics, see: a) J. E. Bäckvall, M. Sellén, B. Grant, J. Am. Chem. Soc. 1990, 112, 6615-6621;
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6615-6621
    • Bäckvall, J.E.1    Sellén, M.2    Grant, B.3
  • 28
    • 0034599064 scopus 로고    scopus 로고
    • Ligands 1 have been shown to be useful ligands in the copper mediated, enantioselective conjugate addition of dialkylzinc reagents to activated olefins, see: a) I. Chataigner, C. Gennari, U. Piarulli, S. Ceccarelli, Angew. Chem. Int. Ed. 2000, 39, 916-918;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 916-918
    • Chataigner, I.1    Gennari, C.2    Piarulli, U.3    Ceccarelli, S.4
  • 35
    • 0032538773 scopus 로고    scopus 로고
    • For a review on non-linear effects in enantioselective synthesis, see: C. Girare, H. B. Kagan, Angew. Chem. Int. Ed. 1998, 37, 2922-2959.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2922-2959
    • Girare, C.1    Kagan, H.B.2
  • 36
    • 15044356090 scopus 로고    scopus 로고
    • note
    • 2). The absolute configuration resulted to be S,S for 6b-6d and S,R for 6e.
  • 60
    • 15044342454 scopus 로고    scopus 로고
    • note
    • Analysis of the NMR spectrum of the Mosher ester derivative of alcohol 12a was not conclusive for the assignment of the absolute configuration.[29]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.