Regioselective introduction of electrophiles into piperidine derivatives at the 4-position

Heterocycles

Volumn 76, Issue 1, 2008, Pages 177-182

  Onomura, Osamu ^a   Fujimura, Noriyuki ^a   Oda, Takahisa ^a   Matsumura, Yoshihiro ^a   Demizu, Yosuke ^a  

^a NAGASAKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 72949114698     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-08-S(N)26     Document Type: Article

References (26)

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19. + found 246.1108.
20. 3) δ 1.43-1.73 (m, 1H), 2.16-2.27 (m, 1H), 3.13-3.25 (m, 1H), 3.25-3.47 (m, 2H), 4.39-4.53 (m, 1H), 4.81-4.92 (m, 2H), 5.82-5.88 (m, 1H), 7.20-7.61 (m, 10H).
21. + found 258.1339.
22. 4.
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24. 2Zn.
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26. + found 324.1598. The diastereoselectivity and optical purity of 4e were determined by chiral HPLC: Daicel Chiralcel OJ-H column (4.6 mmφ, 250 mm), n-hexane: i-PrOH = 3:1, wavelength: 254 nm, flow rate: 1.0 mL/min, retention time: Major diastereomer 12.9 min (rich), 22.9 min and minor diastereomer 27.5 min (rich), 38.5 min.