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Volumn 41, Issue 31, 2000, Pages 5909-5913

Synthesis and stereoselective aldol reaction of dihydroxyacetone derivatives

Author keywords

Aldol reactions; Diastereoselection; Enol ethers; Enolates

Indexed keywords

DIHYDROXYACETONE;

EID: 0343517515     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00969-2     Document Type: Article
Times cited : (14)

References (27)
  • 3
    • 0033592962 scopus 로고    scopus 로고
    • For example, see: (a)
    • For example, see: (a) Schoevaart, R.; van Rantwijik, F.; Sheldon, R. A. Chem. Commun. 1999, 2465. (b) Jung, S.-H.; Jeong, J.-H.; Miller, P.; Wong, C.-H. J. Org. Chem. 1994, 59, 7182.
    • (1999) Chem. Commun. , pp. 2465
    • Schoevaart, R.1    Van Rantwijik, F.2    Sheldon, R.A.3
  • 8
    • 0033613760 scopus 로고    scopus 로고
    • For aldol reactions of the enolates of conceptually related four-carbon synthons, see: (a)
    • For aldol reactions of the enolates of conceptually related four-carbon synthons, see: (a) Marco, J. A.; Carda, M.; Falomir, E.; Palomo, C.; Oiarbide, M.; Ortiz, J. A.; Linden, A. Tetrahedron Lett. 1999, 40, 1065. (b) Hirama, M.; Noda, T.; Ito, S.; Kabuto C. J. Org. Chem. 1988, 53, 708.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1065
    • Marco, J.A.1    Carda, M.2    Falomir, E.3    Palomo, C.4    Oiarbide, M.5    Ortiz, J.A.6    Linden, A.7
  • 9
    • 0033613760 scopus 로고    scopus 로고
    • (b)
    • For aldol reactions of the enolates of conceptually related four-carbon synthons, see: (a) Marco, J. A.; Carda, M.; Falomir, E.; Palomo, C.; Oiarbide, M.; Ortiz, J. A.; Linden, A. Tetrahedron Lett. 1999, 40, 1065. (b) Hirama, M.; Noda, T.; Ito, S.; Kabuto C. J. Org. Chem. 1988, 53, 708.
    • (1988) J. Org. Chem. , vol.53 , pp. 708
    • Hirama, M.1    Noda, T.2    Ito, S.3    Kabuto, C.4
  • 17
    • 85037958615 scopus 로고    scopus 로고
    • The corresponding TMS enol ethers were not stable
    • The corresponding TMS enol ethers were not stable.
  • 18
    • 85037963063 scopus 로고    scopus 로고
    • 3, 250 MHz) δ 0.07 (s, 6H), 0.86 (s, 9H), 4.09 (s, 2H), 4.45 (s, 2H), 4.68 (s, 2H), 6.09 (s, 1H), 7.23-7.34 (m, 10H). All new compounds gave satisfactory spectroscopic and microanalytical data
    • 3, 250 MHz) δ 0.07 (s, 6H), 0.86 (s, 9H), 4.09 (s, 2H), 4.45 (s, 2H), 4.68 (s, 2H), 6.09 (s, 1H), 7.23-7.34 (m, 10H). All new compounds gave satisfactory spectroscopic and microanalytical data.
  • 19
    • 85037955106 scopus 로고    scopus 로고
    • 3, 500 MHz) δ 0.88 (t, J=7.4 Hz, 3H), 1.77-1.86 (m, 2H), 4.26 (d, J=3.6 Hz, 1H), 4.30 (d, J=2.9 Hz, 2H), 4.41-4.70 (m, 4H), 5.37-5.40 (m, 1H), 7.28-7.57 (m, 13H), 8.00 (d, J=7.5 Hz, 2H)
    • 3, 500 MHz) δ 0.88 (t, J=7.4 Hz, 3H), 1.77-1.86 (m, 2H), 4.26 (d, J=3.6 Hz, 1H), 4.30 (d, J=2.9 Hz, 2H), 4.41-4.70 (m, 4H), 5.37-5.40 (m, 1H), 7.28-7.57 (m, 13H), 8.00 (d, J=7.5 Hz, 2H).
  • 22
    • 85037950693 scopus 로고    scopus 로고
    • The syn and anti aldol products from benzaldehyde and phenylacetaldehyde could not be separated so that their relative stereochemistry could not be definitely determined
    • The syn and anti aldol products from benzaldehyde and phenylacetaldehyde could not be separated so that their relative stereochemistry could not be definitely determined.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.