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Volumn 74, Issue 19, 2009, Pages 7518-7521

Stereoselective synthesis of highly functionalized structures from lactate-derived halo ketones

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTIONS; CHEMICAL EQUATIONS; DIASTEREOSELECTIVE; FUNCTIONALIZED; NATURAL PRODUCT SYNTHESIS; STEREOSELECTIVE SYNTHESIS;

EID: 70349437334     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9010798     Document Type: Article
Times cited : (25)

References (57)
  • 1
    • 33845219123 scopus 로고    scopus 로고
    • For an overview on aldol methodologies for the synthesis of polyketides, see
    • For an overview on aldol methodologies for the synthesis of polyketides, see: Schetter, B.; Mahrwald, R. Angew. Chem., Int. Ed. 2006, 45, 7506.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7506
    • Schetter, B.1    Mahrwald, R.2
  • 8
    • 38049143642 scopus 로고    scopus 로고
    • For a review on aldol additions of dihydroxyacetone, see
    • For a review on aldol additions of dihydroxyacetone, see: Markert, M.; Mahrwald, R. Chem. Eur. J. 2008, 14, 40.
    • (2008) Chem. Eur. J. , vol.14 , pp. 40
    • Markert, M.1    Mahrwald, R.2
  • 25
    • 0022490196 scopus 로고
    • For representative examples, see: (a)
    • For representative examples, see: (a) Evans, D. A.; Weber, A. E. J. Am. Chem. Soc. 1986, 108, 6757.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 6757
    • Evans, D.A.1    Weber, A.E.2
  • 43
    • 0012016415 scopus 로고
    • For seminal contributions on stereoselective aldol reactions based on chiral α-hydroxy ketones, see: (a)
    • For seminal contributions on stereoselective aldol reactions based on chiral α-hydroxy ketones, see: (a) Masamune, S.; Choy, W.; Kerdesky, F. A. J.; Imperiali, B. J. Am. Chem. Soc. 1981, 103, 1566.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 1566
    • Masamune, S.1    Choy, W.2    Kerdesky, F.A.J.3    Imperiali, B.4
  • 46
    • 0038158084 scopus 로고    scopus 로고
    • For titanium-mediated aldol reactions from lactate-derived ethyl and methyl ketones, see: (a)
    • For titanium-mediated aldol reactions from lactate-derived ethyl and methyl ketones, see: (a) Solsona, J. G.; Romea, P.; Urpí, F.; Vilarrasa, J. Org. Lett. 2003, 5, 519.
    • (2003) Org. Lett. , vol.5 , pp. 519
    • Solsona, J.G.1    Romea, P.2    Urpí, F.3    Vilarrasa, J.4
  • 53
    • 70349471875 scopus 로고    scopus 로고
    • note
    • For the proof of the stereochemsitry of 4a and 6a, see the Supporting Information.
  • 54
    • 70349455530 scopus 로고    scopus 로고
    • note
    • The halo aldols 2,4-syn-4,5-syn (4a or 6a) and 2,4-anti-4,5-syn (5a or 7a) were the only diastereomers observed in the reaction mixtures.
  • 56
    • 70349477291 scopus 로고    scopus 로고
    • Unpublished results from Lorente, A. Máster Experimental, Universitat de Barcelona, 2009.
    • Unpublished results from Lorente, A. Máster Experimental, Universitat de Barcelona, 2009.
  • 57
    • 64349108339 scopus 로고    scopus 로고
    • The influence of Ti - Lewis acids on the aldol reactions of tert-butyl hydroxyacetate has been reported; see
    • The influence of Ti - Lewis acids on the aldol reactions of tert-butyl hydroxyacetate has been reported; see: Gawas, D.; Kazmaier, U. J. Org. Chem. 2009, 74, 1788.
    • (2009) J. Org. Chem. , vol.74 , pp. 1788
    • Gawas, D.1    Kazmaier, U.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.