메뉴 건너뛰기




Volumn 49, Issue 5, 1993, Pages 965-986

Enantioselective conjugate addition to cyclic enones with scalemic lithium organo(amido)cuprates, Part IV. Relationship between ligand structure and enantioselectivity

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKANE DERIVATIVE; CYCLOALKANONE;

EID: 0027411133     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)86278-5     Document Type: Article
Times cited : (80)

References (78)
  • 4
    • 37049090752 scopus 로고
    • Asymmetric synthesis of optically active ?-substituted ketones by highly enantioselective catalytic conjugate addition of dialkylzinc reagents to enones using a catalyst system of nickel(II)-chiral ligand?achiral ligand in acetonitrile/toluene
    • For recent examples of reagents other than chiral cuprates used for catalytic, enantioselective conjugate addition to enones see
    • (1989) Journal of the Chemical Society, Chemical Communications , pp. 516
    • Soai1    Hayasaka2    Ugajin3
  • 5
    • 0001784175 scopus 로고
    • Catalytic enantioselective conjugate addition of dialkylzincs to .ALPHA.,.BETA.-unsaturated ketones using nickel bromide-N,N-dibutylnorephedrine.
    • (1988) Chemistry Letters , pp. 1571
    • Soai1    Hayasaka2    Ugajin3    Yokoyama4
  • 8
    • 37049074414 scopus 로고
    • Asymmetric conjugate addition of organometallic reagents in the presence of tertiary amines to chiral ?,?-unsaturated amido carboxylic acids. Addition order of reagents as an unprecedented factor in the determination of the sense of asymmetric induction
    • (1986) Journal of the Chemical Society, Perkin Transactions 1 , pp. 759
    • Soai1    Ookawa2
  • 13
    • 33845280138 scopus 로고
    • Acyclic stereoselection. Part 42. 1,4- and 1,5-Stereoselection by sequential aldol addition to a .alpha.,.beta.-unsaturated aldehydes followed by Claisen rearrangement. Application to total synthesis of the vitamin E side chain and the archaebacterial C40 diol
    • The term scalemic refers to unequal mixtures of enantiomers.
    • (1988) The Journal of Organic Chemistry , vol.53 , pp. 1922
    • Heathrock1    Finkelstein2    Jarvi3    Radel4    Hadley5
  • 41
    • 0025900532 scopus 로고
    • Bolm has made a similar observation with a chiral nickel-based reagent for enantioselective conjugate addition
    • (1991) Tetrahedron: Asymmetry , vol.2 , pp. 701
    • Bolm1
  • 54
    • 0013526440 scopus 로고
    • Copper(I) in cuprates resists complexing with electron-rich ligands whereas the lithium in cuprates generally binds to a solvent molecule., and reference 18.
    • (1979) J. Organomet. Chem. , vol.174 , pp. 367
    • van Koten1    Noltes2
  • 71
    • 84918215174 scopus 로고    scopus 로고
    • D=+14.4° (see reference 9). Bertz and coworkers imply that the optical rotation observed neat should be equal to that of material dissolved in a solvent. This assumption is incorrect (see Lyle, G. G.; Lyle, R. E. in Asymmetric Synthesis; Morrison J. D., Ed. Academic Press: New York, 1983; Vol. 1, Chapter 2). For the [[Truncated]]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.