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Volumn 80, Issue 5, 2008, Pages 1039-1045

Copper-catalyzed substitution of allylic carbonates with diboron: A new approach to allylboronate synthesis

Author keywords

Allylboronates; Asymmetric; Catalysis; Chiral ligands; Copper

Indexed keywords


EID: 44649173001     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac200880051039     Document Type: Conference Paper
Times cited : (23)

References (27)
  • 1
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    • For reviews, see: (a, B. M. Trost Ed, pp, Blackwell Scientific, Oxford
    • For reviews, see: (a) R. W. Hoffmann. In Stereocontrolled Organic Synthesis, B. M. Trost (Ed.), pp. 259-274, Blackwell Scientific, Oxford (1994);
    • (1994) Stereocontrolled Organic Synthesis , pp. 259-274
    • Hoffmann, R.W.1
  • 3
    • 27644475970 scopus 로고    scopus 로고
    • D. G. Hall Ed, Wiley-VCH, Weinheim
    • (c) D. G. Hall (Ed.). Boronic Acids, Wiley-VCH, Weinheim (2000).
    • (2000) Boronic Acids
  • 4
    • 0037164048 scopus 로고    scopus 로고
    • For Lewis acid-mediated reactions of allylboronates with aldehydes, see: a
    • For Lewis acid-mediated reactions of allylboronates with aldehydes, see: (a) T. Ishiyama, T. Ahiko, N. Miyaura. J. Am. Chem. Soc. 124, 12414 (2002);
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 12414
    • Ishiyama, T.1    Ahiko, T.2    Miyaura, N.3
  • 6
    • 84961499881 scopus 로고
    • For the selected synthesis of α-chiral allylboronates with chiral auxiliary, see: a
    • For the selected synthesis of α-chiral allylboronates with chiral auxiliary, see: (a) R. W. Hoffmann. Pure Appl. Chem. 60, 123 (1988);
    • (1988) Pure Appl. Chem , vol.60 , pp. 123
    • Hoffmann, R.W.1
  • 11
    • 0042709554 scopus 로고    scopus 로고
    • For the synthesis of α-chiral allylboronates through asymmetric catalysis, see: a
    • For the synthesis of α-chiral allylboronates through asymmetric catalysis, see: (a) X. Gao, D. G. Hall. J. Am. Chem. Soc 125, 9308 (2003);
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 9308
    • Gao, X.1    Hall, D.G.2
  • 15
    • 28044443673 scopus 로고    scopus 로고
    • For the synthesis of allylboronates with Cu(I) catalysis, see: H. Ito, C. Kawakami, M. Sawamura. J. Am. Chem. Soc. 127, 16034 (2005).
    • For the synthesis of allylboronates with Cu(I) catalysis, see: H. Ito, C. Kawakami, M. Sawamura. J. Am. Chem. Soc. 127, 16034 (2005).
  • 18
    • 0034718310 scopus 로고    scopus 로고
    • For studies on reactions of nucleophilic boryl compounds, see: a
    • For studies on reactions of nucleophilic boryl compounds, see: (a) H. Ito, H. Yamanaka, J. Tateiwa, A. Hosomi. Tetrahedron Lett. 41, 6821 (2000);
    • (2000) Tetrahedron Lett , vol.41 , pp. 6821
    • Ito, H.1    Yamanaka, H.2    Tateiwa, J.3    Hosomi, A.4
  • 23
    • 0030590410 scopus 로고    scopus 로고
    • For Pd-catalyzed reactions of derivatives of allylic alcohols and diborons, see: a
    • For Pd-catalyzed reactions of derivatives of allylic alcohols and diborons, see: (a) T. Ishiyama, T. Ahiko, N. Miyaura. Tetrahedron Lett. 37, 6889 (1996);
    • (1996) Tetrahedron Lett , vol.37 , pp. 6889
    • Ishiyama, T.1    Ahiko, T.2    Miyaura, N.3
  • 27
    • 44649110539 scopus 로고    scopus 로고
    • A catalyst loading of 5 mol % was used in the reaction of 1j, 1k, 1o, while the reactions of 11, 1m, 1n, 1p were carried out in the presence of 10 mol % of the catalyst.
    • A catalyst loading of 5 mol % was used in the reaction of 1j, 1k, 1o, while the reactions of 11, 1m, 1n, 1p were carried out in the presence of 10 mol % of the catalyst.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.