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Volumn 9, Issue 1, 1998, Pages 97-99

Conjugate reduction of α,β-unsaturated carbonyl compounds. Selective inhibition of benzyl ether hydrogenolysis by NH4OH/MeOH

Author keywords

Chemoselective reduction of , unsaturated compounds; Conjugate reduction; Inhibition of benzyl ether hydrogenolysis; Selective catalytic hydrogenation

Indexed keywords


EID: 0006925655     PISSN: 01035053     EISSN: None     Source Type: Journal    
DOI: 10.1590/S0103-50531998000100017     Document Type: Article
Times cited : (6)

References (17)
  • 9
    • 0000757771 scopus 로고    scopus 로고
    • For conjugate reduction of an α,β-unsaturated ketone containing a 4-methoxybenzyl (MPM) protecting group, see: Evans, D.A.; Fu, G.C.; J. Org. Chem. 1990, 55, 5678.
    • For conjugate reduction of an α,β-unsaturated ketone containing a 4-methoxybenzyl (MPM) protecting group, see: Evans, D.A.; Fu, G.C.; J. Org. Chem. 1990, 55, 5678.
  • 15
    • 0031005082 scopus 로고    scopus 로고
    • This methodology has been used recently by a colleague of ours in a convenient route to 5-pyrrolin-2-ones: Kascheres, A.J, Nunes Jr, J, Brandão, F. Tetrahedron 1997, 53, 7089
    • This methodology has been used recently by a colleague of ours in a convenient route to 5-pyrrolin-2-ones: Kascheres, A.J.; Nunes Jr., J.; Brandão, F. Tetrahedron 1997, 53, 7089.
  • 16
    • 34547603140 scopus 로고    scopus 로고
    • Selected Data for compounds 6 and 14. α,β- unsaturated ester 6: 1H-NMR (300 MHz, CDCl3, 1,09 (d, 3H, J, 6,96 Hz, 1,29 (t, 3H, J, 7,14 Hz, 2,67 (m, 1H, 3,38 (dd, 1H, J, 9,15 and 6,23 Hz, 3,43 (dd, 1H, J, 9,15 and 6,96 Hz, 4,52 (s, 2H, 4,19 (q, 2H, J, 6,96 Hz, 5,87 (dd, 1H, J, 15,80 and 1,46 Hz, 6,96 (dd, 1H, J, 15,80 and 7,14 Hz, 7,26-7,39 (m, 5H, 13C-NMR (75 MHz, CDCl3, 13.99; 15.81; 36.60; 60.14; 73.04; 73.85; 121.13; 127.76; 127.79; 128.56; 138.40; 151.38; 167.04 ppm; IR (film, 3030, 2978, 2858, 1716, 1653, 1455, 1367, 1270, 1097, 1037, 737 cm-1. Saturated ester 14: 1H-NMR (300 MHz, CDCl3, 0,89 (d, 3H, J, 6,59 Hz, 1,24 (t, 3H, J, 7,14 Hz, 1,46 (m. 1H, 1,78 (m, 2H, 2,32 (m, 2H, 4,11 (q, 2H, J, 7,14 Hz, 4,49 (s, 2H, 7,25-7,37 (m, 5H, 13C-NMR 75 MHz, CDCl3, 13.95; 16.56; 28.61; 31.83; 32.86; 60.13; 72.93; 75.36; 127.6
    • -1.
  • 17
    • 34547610895 scopus 로고    scopus 로고
    • Financial Support has been provided by FAPESP (Fundação de Amparo à Pesquisa do Estado de São Paulo) and FUNCAMP Fundação de Desenvolvimento da UNICAMP
    • Financial Support has been provided by FAPESP (Fundação de Amparo à Pesquisa do Estado de São Paulo) and FUNCAMP (Fundação de Desenvolvimento da UNICAMP).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.