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Volumn 69, Issue 3, 2004, Pages 735-738

The First Catalytic Asymmetric Allylation of Imines with the Tetraallylsilane-TBAF-MeOH System, Using the Chiral Bis-π-allylpalladium Complex

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; CHEMICAL BONDS; PALLADIUM COMPOUNDS; SILANES; TRANSITION METALS;

EID: 0842285787     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035453b     Document Type: Article
Times cited : (97)

References (32)
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    • Otera, J., Ed.; Wiley-VHC: Weinheim, Germany; Chapter 11
    • (c) Chemler, S. R.; Roush, R. W. In Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VHC: Weinheim, Germany, 2000; Chapter 11.
    • (2000) Modern Carbonyl Chemistry
    • Chemler, S.R.1    Roush, R.W.2
  • 5
  • 17
  • 24
    • 0842298867 scopus 로고    scopus 로고
    • note
    • 3). This is the highest optical purity of complex 3 that we have achieved so far in our laboratory (more details in the Supporting Information).
  • 25
    • 0842298868 scopus 로고    scopus 로고
    • note
    • Results on the various allylsilane reagents tried are given in the Supporting Information. There is one report of tetraallylsilane addition to chiral N-acylhydrazones, in which a chirality exists in the substrate and the asymmetric induction arises from chirality transfer of the substrate (ref 5d). Neither tetraallylsilane addition to aldimines nor catalytic asymmetric addition of it has been reported.
  • 26
    • 0242497940 scopus 로고    scopus 로고
    • Water was employed as it was found to promote allylation in the case of allyltributylstannane but this was not the case with silanes. Fernandes, R. A.; Stimac, A.; Yamamoto, Y. J. Am. Chem. Soc. 2003, 125, 14133.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 14133
    • Fernandes, R.A.1    Stimac, A.2    Yamamoto, Y.3
  • 30
    • 0000276556 scopus 로고
    • Semmelhack, M. F., Ed.; Pergamon Press: Oxford, UK
    • (b) Godleski, S. A. In Comprehensive Organic Synthesis; Semmelhack, M. F., Ed.; Pergamon Press: Oxford, UK, 1991; Vol. 4, p 585.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585
    • Godleski, S.A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.