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Volumn 2, Issue 4, 2005, Pages 312-315

A stereoselective aldol-reduction approach to polyoxygenated natural products. Synthesis of C1-C6 fragment of erythronolides

Author keywords

Aldol reaction; Boron enolates; Chiral ketones; Erythronolides; Stereoselective synthesis

Indexed keywords


EID: 33750019226     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570178054038920     Document Type: Review
Times cited : (3)

References (33)
  • 2
    • 0031747783 scopus 로고    scopus 로고
    • For recent examples, see the following reports and references therein: a
    • For recent examples, see the following reports and references therein: a) Evans, D. A.; Kim, A. S.; Metternich, R.; Novack, V. J. J. Am. Chem. Soc. 1998, 120, 5921.
    • (1998) J. Am. Chem. Soc , vol.120 , pp. 5921
    • Evans, D.A.1    Kim, A.S.2    Metternich, R.3    Novack, V.J.4
  • 15
    • 0000253846 scopus 로고
    • For double asymmetric aldol reactions, see: a
    • For double asymmetric aldol reactions, see: a) Heathcock, C. H.; White, C. T. J. Am. Chem. Soc. 1979, 101, 7076.
    • (1979) J. Am. Chem. Soc , vol.101 , pp. 7076
    • Heathcock, C.H.1    White, C.T.2
  • 22
    • 0028151214 scopus 로고    scopus 로고
    • 3N, see: a Paterson, I.; Wallace, D. J.; Velázquez, S. M. Tetrahedron Lett. 1994, 35, 9083.
    • 3N, see: a) Paterson, I.; Wallace, D. J.; Velázquez, S. M. Tetrahedron Lett. 1994, 35, 9083.
  • 24
    • 46149094085 scopus 로고    scopus 로고
    • All new compounds have spectroscopic and analytical data consistent with the assigned structure
    • All new compounds have spectroscopic and analytical data consistent with the assigned structure.
  • 31
    • 46149086267 scopus 로고    scopus 로고
    • Colorless oil. Rf (hexanes/EtOAc 90:10, 0.15, α]D, 27.5 (c 1.22, CHCl3, IR (film, 2975, 1728 cm-1. 1H NMR (500 MHz, CDCl3) δ 4.25 (1H, d, J, 2.4 Hz, CH3COCHO, 4.06 (1H, dd, J, 11.1 Hz, J, 4.5 Hz, CHxHyOOCtBu, 3.85 (1H, dd, J, 11.1 Hz, J, 6.0 Hz, CHx HyOOCtBu, 3.66 (1H, dd, J, 9.9 Hz, J, 2.1 Hz, CH3CH(CH2) CHO, 2.18 (3H, s, CH3CO, 2.06-2.00 (1H, m, CH3CH (CHO)2, 2.00-1.92 (1H, m, CH3CH CH2, 1.49, 3H, s, CH3CCH3, 1.42 (3H, s, CH3CCH3, 1.21 (9H, s, CH3)3COO, 1.01 (3H, d, J, 6.6 Hz, CH3, 0.86 3H, d, J
    • +: 315.2171; found: 315.2174.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.