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Volumn 130, Issue 39, 2008, Pages 12862-12863

Origin of the regio- and stereoselectivity of allylic substitution of organocopper reagents

Author keywords

[No Author keywords available]

Indexed keywords

ACETATE GROUPS; ALLYLIC SUBSTITUTION; CHEMICAL EQUATIONS; COPPER ATOMS; DENSITY-FUNCTIONAL CALCULATIONS; METHYL GROUP; ORGANOCOPPER REAGENTS; OXIDATIVE ADDITIONS; RELATIVE ORIENTATION; TRANS EFFECT; TRANSITION STATE;

EID: 67650311167     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja804682r     Document Type: Article
Times cited : (84)

References (38)
  • 11
    • 0004246896 scopus 로고    scopus 로고
    • Krause, N, Ed, Wiley-VCH: Weinheim, Germany
    • (b) Modern Organocopper Chemistry; Krause, N.,. Ed.; Wiley-VCH: Weinheim, Germany, 2002.
    • (2002) Modern Organocopper Chemistry
  • 14
    • 44649088181 scopus 로고    scopus 로고
    • Geurts, K.; Fletcher, S. P.; van Zijl, A. W.; Minnaard, A, J.; Feringa, B. L. Pure Appl. Chem. 2008, 80, 1025.
    • (c) Geurts, K.; Fletcher, S. P.; van Zijl, A. W.; Minnaard, A, J.; Feringa, B. L. Pure Appl. Chem. 2008, 80, 1025.
  • 18
    • 0001650763 scopus 로고    scopus 로고
    • Exceptional cases of syn/γ-allylation: (a) Gallina, C.; Ciattini, P. G. J. Am. Chem. Soc. 1979, 101, 1035.
    • Exceptional cases of syn/γ-allylation: (a) Gallina, C.; Ciattini, P. G. J. Am. Chem. Soc. 1979, 101, 1035.
  • 23
    • 67650518354 scopus 로고    scopus 로고
    • All calculations were carried out using the B3LYP hybrid density functional method. The lithium cuprate models and the lithium-free models were studied in the gas phase and with solvent (THF) polarity, respectively (see Supporting Information for details).
    • All calculations were carried out using the B3LYP hybrid density functional method. The lithium cuprate models and the lithium-free models were studied in the gas phase and with solvent (THF) polarity, respectively (see Supporting Information for details).
  • 24
    • 67650557188 scopus 로고    scopus 로고
    • 2O) on the lithium atoms gave essentially the same results (Supporting Information).
    • 2O) on the lithium atoms gave essentially the same results (Supporting Information).
  • 25
    • 67650545546 scopus 로고    scopus 로고
    • We could also locate a syn-elimination TS, which was expectedly much less favored than the anti TS (Supporting Information).
    • We could also locate a syn-elimination TS, which was expectedly much less favored than the anti TS (Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.