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Volumn 70, Issue 16, 2005, Pages 6533-6536

Highly stereoselective aldol reaction based on titanium enolates from (S)-1-benzyloxy-2-methyl-3-pentanone

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; AROMATIC HYDROCARBONS; KETONES;

EID: 23044504776     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050792l     Document Type: Article
Times cited : (36)

References (44)
  • 4
    • 0000699983 scopus 로고    scopus 로고
    • Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer; Heidelberg, Germany
    • (b) Carreira, E. M. Comprehensive Asymmetric Catalysis; Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer; Heidelberg, Germany, 1999; Vol. 3, pp 997-1065.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3 , pp. 997-1065
    • Carreira, E.M.1
  • 8
    • 0002979399 scopus 로고    scopus 로고
    • Actually, substrate-controlled aldol reactions are unparalleled for the coupling of structurally complex fragments in advanced steps of total syntheses, (a) Nicolaou, K. C.; Vourloumis, D.; Winssinger, N.; Baran, P. S. Angew. Chem., Int. Ed. 2000, 39, 44-122.
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 44-122
    • Nicolaou, K.C.1    Vourloumis, D.2    Winssinger, N.3    Baran, P.S.4
  • 24
    • 0001412908 scopus 로고
    • 4-mediated aldol reaction of (S)-1-hydroxy-2-methyl-3-pentanone with isobutyraldehyde produces 2,4-syn-4,5-syn aldol in 92% yield and 88:12 diastereoselectivity. See: Luke, G. P.; Morris, J. J. Org. Chem. 1995, 80, 3013-3019.
    • (1995) J. Org. Chem. , vol.80 , pp. 3013-3019
    • Luke, G.P.1    Morris, J.2
  • 34
    • 33544468176 scopus 로고    scopus 로고
    • note
    • Ketones 1-3 were prepared following reported procedures. See refs 7b and 7e.
  • 40
    • 33544459538 scopus 로고    scopus 로고
    • For recent aldol reactions involving α-hydroxy aldehydes, see: (a) Reference 10b
    • For recent aldol reactions involving α-hydroxy aldehydes, see: (a) Reference 10b.
  • 43
    • 0026097004 scopus 로고
    • Actually, stereochemistry of aldol 11 has been secured through conversion into an advanced intermediate reported for the synthesis of erythronolides: (a) Mulzer, J.; Kirstein, H. M.; Buschmann, J.; Lehmann, C.; Luger, P. J. Am. Chem. Soc. 1991, 113, 910-923.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 910-923
    • Mulzer, J.1    Kirstein, H.M.2    Buschmann, J.3    Lehmann, C.4    Luger, P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.