Crossed aldol reaction using polymer-bound lithium amides

Chemistry Letters

Volumn 32, Issue 4, 2003, Pages 342-343

  Seki, Atsushi ^a   Takizawa, Youichi ^a   Ishiwata, Fusae ^a   Asami, Masatoshi ^a  

^a YOKOHAMA NATIONAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; LITHIUM DERIVATIVE; POLYMER;

ALDOL REACTION; ARTICLE; CHEMICAL BOND; CROSS LINKING; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 0037487063     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2003.342     Document Type: Article

References (19)

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15. N-Isopropyl-2-(vinylphenyl)ethylamine, a monomer for the preparation of 1b, was prepared from divinylbenzene and isopropylamine in the presence of lithium isopropylamide; M. Maeda, Y. Nitadori, and T. Tsuruta, Makromol. Chem., 181, 2245 (1980).
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17. 3) δ 1.04 (6H, d, J = 6.3 Hz), 1.26-1.41 (2H, m), 1.45-1.54 (2H, m), 1.56-1.68 (2H, m), 2.57 (2H, t, J = 7.3 Hz), 2.60 (2H, t, J = 7.6 Hz), 2.77 (1H, sept, J = 6.3 Hz), 5.18 (1H, dd, J = 10.9 Hz, 1.0 Hz), 5.70 (1H, dd, J = 17.5 Hz, 1.0 Hz), 6.69 (1 H, dd, J = 17.8 Hz, 10.9 Hz), and 7.12-7.34 (4H, m).
18. 0.02: C, 88.99; H, 8.86; N, 2.15%. Found: C, 88.51; H, 9.05; N, 2.35%.
19. 4. After removal of the solvents under reduced pressure, the crude product was purified by preparative TLC or silica-gel chromatography, giving the β-hydroxy ketone.