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Volumn 69, Issue 9, 2004, Pages 3076-3086

Reactivity and Enantioselectivity in the Reactions of Scalemic Stereogenic α-(N-Carbamoyl)alkylcuprates

Author keywords

[No Author keywords available]

Indexed keywords

IODINE COMPOUNDS; REACTION KINETICS; SUBSTITUTION REACTIONS; VINYL RESINS;

EID: 2142807290     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035845i     Document Type: Article
Times cited : (69)

References (67)
  • 1
    • 0002668432 scopus 로고    scopus 로고
    • (a) For use of the term and a review see: Gawley, R. E Curr. Org. Chem. 1997, 1, 71.
    • (1997) Curr. Org. Chem. , vol.1 , pp. 71
    • Gawley, R.E.1
  • 19
    • 0345252289 scopus 로고    scopus 로고
    • Krause, N., Ed.; Wiley-VCH: Morlenbach, Germany; Chapter 2
    • (b) Knochel, P. In Modern Organocopper Chemistry; Krause, N., Ed.; Wiley-VCH: Morlenbach, Germany, 2002; Chapter 2, pp 45-78.
    • (2002) Modern Organocopper Chemistry , pp. 45-78
    • Knochel, P.1
  • 49
    • 0034670564 scopus 로고    scopus 로고
    • (b) For conjugate additions to α,β-unsaturated carboxylic acid derivatives see: Dieter, R. K.; Lu, K.; Velu, S. E. J. Org. Chem. 2000, 65, 8715-8724.
    • (2000) J. Org. Chem. , vol.65 , pp. 8715-8724
    • Dieter, R.K.1    Lu, K.2    Velu, S.E.3
  • 65
    • 2142730756 scopus 로고    scopus 로고
    • note
    • A referee has pointed out that "increase selectivity [of 13-R at lower reaction temperatures can occur] by increased kinetic differentiation between two diastereomeric reaction pathways [leading] to different enantiomers". This effect would also account for 13-R giving higher ers than the less reactive 13-CN. The formation of diastereomeric cuprate-substrate complexes would provide such a pathway, although their involvement in vinylation reactions is unclear.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.