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Volumn 53, Issue 15, 2014, Pages 3894-3898

Repairing the thiol-ene coupling reaction

Author keywords

allylic compounds; boranes; glycosides; radical reactions; synthetic methods

Indexed keywords

CHAINS; FREE RADICAL REACTIONS; GLYCOSIDES; HYDROGEN; PHENOLS; REACTION KINETICS; SUGARS;

EID: 84898060689     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201309984     Document Type: Article
Times cited : (54)

References (55)
  • 4
    • 56249095812 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 8995-8997
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 8995-8997
  • 8
    • 77649122695 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 1540-1573.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 1540-1573
  • 13
    • 0000096835 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 2004-2021.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2004-2021
  • 29
    • 84859235467 scopus 로고    scopus 로고
    • M. Lo Conte, S. Staderini, A. Chambery, N. Berthet, P. Dumy, O. Renaudet, A. Marra, A. Dondoni, Org. Biomol. Chem. 2012, 10, 3269-3277. Under these reaction conditions, the TEC reaction involving substrates 1 c and 1 f with thiol 2 afforded the desired products 3 c and 3 f in only 50 % and 48 % yields, respectively, along with degradation products. These results were anticipated since benzyl ethers are reported to be unstable under such photoinitiation conditions (see Ref. [4b]).
    • (2012) Org. Biomol. Chem. , vol.10 , pp. 3269-3277
    • Lo Conte, M.1    Staderini, S.2    Chambery, A.3    Berthet, N.4    Dumy, P.5    Renaudet, O.6    Marra, A.7    Dondoni, A.8
  • 55
    • 84898077736 scopus 로고
    • Based on spin density distribution, no regioselectivity is expected since both allylic positions of the 1-methoxyallyl radical are nearly equally populated:, part b (Eds.: H. Fischer, K.-H. Hellwege), Springer, Berlin, p. .
    • Based on spin density distribution, no regioselectivity is expected since both allylic positions of the 1-methoxyallyl radical are nearly equally populated: Landolt-Börnstein Numerical Data and Functional Relationships in Science and Technology, Vol. 9, part b (Eds.:, H. Fischer, K.-H. Hellwege,), Springer, Berlin, 1977, p. 362.
    • (1977) Landolt-Börnstein Numerical Data and Functional Relationships in Science and Technology, Vol. 9 , pp. 362


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.