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Volumn 45, Issue 10, 2004, Pages 2207-2209

Conjugate reduction of aryl acrylates with tributyltin hydride in the presence of magnesium bromide diethyl etherate

Author keywords

Aryl acrylate; Conjugate reduction; Lewis acid; Tributyltin hydride

Indexed keywords

ACRYLIC ACID DERIVATIVE; BROMINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; DICHLOROMETHANE; ESTER DERIVATIVE; ETHER DERIVATIVE; MAGNESIUM; TRIBUTYLTIN;

EID: 1242272908     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.01.028     Document Type: Article
Times cited : (6)

References (26)
  • 14
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    • note
    • The chelation-controlled stereoselective catalytic hydrogenation of γ-hydroxy-α-methylene carboxylic acid esters will be reported elsewhere.
  • 15
    • 0029964228 scopus 로고    scopus 로고
    • It has been reported that aryl acrylates react much faster than their alkyl counterparts in the Baylis-Hillman reactions.
    • It has been reported that aryl acrylates react much faster than their alkyl counterparts in the Baylis-Hillman reactions. Perlmutter P., Puniani E., Westman G. Tetrahedron Lett. 37:1996;1715-1718.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1715-1718
    • Perlmutter, P.1    Puniani, E.2    Westman, G.3
  • 18
    • 85030892925 scopus 로고    scopus 로고
    • note
    • No reduction of alkyl acrylate was observed under the reaction conditions.
  • 19
    • 0026575074 scopus 로고
    • It has been reported that the catalytic hydrogenation of methyl acrylate proceeds much faster than octyl, cyclohexyl or cyclododecyl acrylate over montmorillonitediphenylphoshinepalladium(II) chloride.
    • It has been reported that the catalytic hydrogenation of methyl acrylate proceeds much faster than octyl, cyclohexyl or cyclododecyl acrylate over montmorillonitediphenylphoshinepalladium(II) chloride. Choudary B.M., Rao K.K. Tetrahedron Lett. 33:1992;121-124.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 121-124
    • Choudary, B.M.1    Rao, K.K.2
  • 20
    • 0013297136 scopus 로고    scopus 로고
    • and references cited therein
    • Bouzide A. Org. Lett. 4:2002;1347-1350. and references cited therein.
    • (2002) Org. Lett. , vol.4 , pp. 1347-1350
    • Bouzide, A.1
  • 21
    • 85030896383 scopus 로고    scopus 로고
    • nopte
    • 13C NMR, MS, and HRMS spectroscopic data. The stereochemistries and diastereomer ratios of 2a , 2g , and 2h were determined based on the chemical shift values and integrations of their α-protons.
  • 22
    • 85030903057 scopus 로고    scopus 로고
    • note
    • 3SnH (2 equiv) was added and the mixture was stirred at 0 °C for 5 h. After treatment with KF and water and subsequent filtration through a column of Florisil, product was purified by column chromatography on silica gel to afford 2.
  • 24
    • 0035927240 scopus 로고    scopus 로고
    • For the reductive elimination reactions of Baylis-Hillman adducts, see:
    • For the reductive elimination reactions of Baylis-Hillman adducts, see: Shadakshari U., Nayak S.K. Tetrahedron. 57:2001;4599-4602.
    • (2001) Tetrahedron , vol.57 , pp. 4599-4602
    • Shadakshari, U.1    Nayak, S.K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.