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Volumn 46, Issue 6, 2005, Pages 963-966

Asymmetric 1,4-addition of β-keto esters to cyclic enones catalyzed by Ru amido complexes

Author keywords

Asymmetric C C bond formation; Michael reaction; Multifunctional catalyst; Ru amido complex

Indexed keywords

CYCLOPENTENONE DERIVATIVE; ESTER DERIVATIVE; RUTHENIUM COMPLEX;

EID: 12344301864     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.12.026     Document Type: Article
Times cited : (42)

References (23)
  • 15
    • 12344307617 scopus 로고    scopus 로고
    • note
    • Typical experimental procedure for Michael reaction of cyclic enones with β-keto esters catalyzed by chiral Ru amido complexes. Isobutyrylacetic acid methyl ester 3d (142 μL, 1.0 mmol), 2-cyclopentene-1-one 2 (84 μL, 1.0 mmol), and toluene (1.0 mL) were added to Ru[(1S,2S)-Tsdpen](hmb) 1b (13.0 mg, 0.02 mmol) and the mixture was degassed by freeze-thaw cycles. The mixture was stirred at 30°C for 24 h, then was evaporated with a vacuum pump and purified with flash column chromatography (silica gel, eluent:hexane/acetone = 9/1) to give (R)-4-methyl-3-oxo-2-(3-oxocyclopentyl)pentanoic acid methyl ester 4d in 95% isolated yield with 95% ee. See Supplementary data
  • 16
    • 12344303584 scopus 로고    scopus 로고
    • note
    • 3)CH in 5b)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.