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Volumn 10, Issue 21, 2008, Pages 4819-4822

Overcoming the limitations of the Morita-Baylis-Hillman reaction: A rapid and general synthesis of α-alkenyl-β-hydroxy thioesters

Author keywords

[No Author keywords available]

Indexed keywords

3-HYDROXYBUTANAL; ALDEHYDE; ALDOL; ALKENE; ESTER; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 58149144479     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801896q     Document Type: Article
Times cited : (25)

References (27)
  • 12
    • 0029889688 scopus 로고    scopus 로고
    • Schuurman, R. J. W.; v. d. Linden, A.; Grimbergen, R. P. R.; Nolle, R. J. M; Scheeren, H. W. Tetrahedron 1996, 52, 8307-8314.
    • Schuurman, R. J. W.; v. d. Linden, A.; Grimbergen, R. P. R.; Nolle, R. J. M; Scheeren, H. W. Tetrahedron 1996, 52, 8307-8314.
  • 22
    • 0036969957 scopus 로고    scopus 로고
    • For applications of α,β-unsaturated thioesters in MBH-like processes, see, for example
    • For applications of α,β-unsaturated thioesters in MBH-like processes, see, for example: Pei, W.; Wei, H.-X.; Li, G. Chem. Commun. 2002, 1856-1857.
    • (2002) Chem. Commun , pp. 1856-1857
    • Pei, W.1    Wei, H.-X.2    Li, G.3
  • 24
    • 84920350141 scopus 로고    scopus 로고
    • The corresponding sulfone (11) was obtained from this reaction in 7% yield due to the presence of a slight excess of ℳ-CPBA.
    • The corresponding sulfone (11) was obtained from this reaction in 7% yield due to the presence of a slight excess of ℳ-CPBA.
  • 26
    • 41149104129 scopus 로고    scopus 로고
    • Recently, the same transformation has been reported to give 85% yield after 3 days, although details of the reaction conditions used were not given. See: Deng, J.; Hu, X.-P.; Huang, J.-D.; Yu, S.-B.; Wang, D.-Y.; Duan, Z.-C.; Zheng, Z. J. Org. Chem. 2008, 73, 2015-2017.
    • Recently, the same transformation has been reported to give 85% yield after 3 days, although details of the reaction conditions used were not given. See: Deng, J.; Hu, X.-P.; Huang, J.-D.; Yu, S.-B.; Wang, D.-Y.; Duan, Z.-C.; Zheng, Z. J. Org. Chem. 2008, 73, 2015-2017.
  • 27
    • 0036234604 scopus 로고    scopus 로고
    • The Baylis-Hillman reaction of S-phenyl thioacrylate has been reported to proceed extremely slowly and/or give numerous byproduct with various aldehydes. See: Shi, M.: Li, C.-Q.; Jiang, J.-K. Helv. Chim. Acta 2002, 85, 1051-1057.
    • The Baylis-Hillman reaction of S-phenyl thioacrylate has been reported to proceed extremely slowly and/or give numerous byproduct with various aldehydes. See: Shi, M.: Li, C.-Q.; Jiang, J.-K. Helv. Chim. Acta 2002, 85, 1051-1057.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.