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Volumn 1, Issue 1-2, 2006, Pages 161-166

Nucleophilic activation of alkenyl and aryl boronates by a chiral Cu IF complex: Catalytic enantioselective alkenylation and arylation of aldehydes

Author keywords

Alkenylation; Arylation; Asymmetric catalysis; Boron; Copper

Indexed keywords

ALDEHYDE; BORONIC ACID DERIVATIVE; COPPER; COPPER FLUORIDE; FLUORIDE;

EID: 33748664809     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200600068     Document Type: Article
Times cited : (105)

References (60)
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    • for general reviews, see: i) L. Pu, H.-B. Yu, Chem. Rev. 2001, 101, 757;
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    • Pu, L.1    Yu, H.-B.2
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    • d) during the review process, the Rh-catalyzed asymmetric addition of aryl and alkenyl boronic acids to isatins with high enantioselectivity was reported: R. Shintani, M. Inoue, T. Hayashi, Angew. Chem. 2006, 118, 3431;
    • (2006) Angew. Chem. , vol.118 , pp. 3431
    • Shintani, R.1    Inoue, M.2    Hayashi, T.3
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    • note
    • [9]
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    • 33748675366 scopus 로고    scopus 로고
    • note
    • 3 gave worse results than those obtained in the absence of any additives.
  • 49
    • 33748656815 scopus 로고    scopus 로고
    • note
    • This hypothesis is based on the kinetic studies of alkenylsilylation of aldehydes in reference [9].
  • 51
    • 33748671007 scopus 로고    scopus 로고
    • note
    • 11B NMR: δ = -11.6 ppm (br)) remained in the absence of TBAT; however, 2a completely disappeared in the presence of TBAT. These results suggested that the catalyst turnover step (from 8 to 4) is facilitated by the additive TBAT.
  • 53
    • 2542622015 scopus 로고    scopus 로고
    • For catalytic enantioselective alkenylation of ketones, see references [2g] and [2h]. For catalytic enantioselective arylation of ketones, see: a) H. Li, P. J. Walsh, J. Am. Chem. Soc. 2004, 126, 6538;
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 6538
    • Li, H.1    Walsh, P.J.2
  • 59
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    • for 14ab, see reference [7g]. For 14ac; see reference [7b]; other compound data were reported in reference [9]
    • For 3ga, see: P. I. Svirskaya, S. N. Maiti, A. J. Jones, B. Khouw, C. C. Leznoff, J. Chem. Ecol. 1984, 10, 705; for 14ab, see reference [7g]. For 14ac; see reference [7b]; other compound data were reported in reference [9].
    • (1984) J. Chem. Ecol. , vol.10 , pp. 705
    • Svirskaya, P.I.1    Maiti, S.N.2    Jones, A.J.3    Khouw, B.4    Leznoff, C.C.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.