- A NEW METHOD FOR REGIOSELECTIVE SYNTHESIS OF 2-SUBSTITUTED 1-(METHOXYCARBONYL)-1,2-DIHYDROPYRIDINES
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2-Substituted 1,2-dihydropyridines including an optically active one were regioselctively prepared from 2-substituted piperidines through three intermediates, that is, (a) 1,2,3,4-tetrahydropyridines, (b) 5-bromo-6-methoxypiperidines, and (c) 1,2,3,4-tetrahydro-6-methoxypyridines.
- Shono, Tatsuya,Matsumura, Yoshihiro,Onomura, Osamu,Yamada, Yasufu
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- Stereoselective synthesis of 3-deoxy-piperidine iminosugars from l-lysine
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A new method using electrochemical oxidation and/or OsO4 oxidation has been used for the stereoselective synthesis of 2,3,6-trihydroxylated (5S)-piperidine derivatives. The electrochemical method was successively used for the conversion of N-pr
- Moriyama, Noriaki,Matsumura, Yoshihiro,Kuriyama, Masami,Onomura, Osamu
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p. 2677 - 2687
(2010/04/29)
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- Stereoselective synthesis of azasugars by electrochemical oxidation
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A new method using electrochemical oxidation has been exploited for the stereoselective synthesis of 2,3,6-trihydroxylated 5S-piperidine derivatives. The electrochemical method was successively used for the conversion of N-protected piperidines to N-prote
- Furukubo, Shigeru,Moriyama, Noriaki,Onomura, Osamu,Matsumura, Yoshihiro
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p. 8177 - 8181
(2007/10/03)
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- A convenient method for synthesis of optically active methylphenidate from N-methoxycarbonylpiperidine by utilizing electrochemical oxidation and Evans aldol-type reaction
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A new method to prepare optically active methylphenidate starting from piperidine is described. The method consists of a transformation of N-methoxycarbonylated piperidine to the corresponding α-methoxylated carbamate utilizing electrochemical oxidation f
- Matsumura, Yoshihiro,Kanda, Yasuhisa,Shirai, Kimihiro,Onomura, Osamu,Maki, Toshihide
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p. 7411 - 7422
(2007/10/03)
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- REGIOSELECTIVE INTRODUCTION OF ALKYL GROUPS TO THE POSITION α OR γ TO NITROGEN ATOM OF PIPERIDINE SKELETONS USING ANODIC OXIDATION IN A KEY STEP
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β,γ-Unsaturated N-alkoxycarbonyl-α-methoxypiperidines, which were prepared from N-alkoxypiperidines by using anodic oxidation in a key step, were regioselectively alkylated at the α-position by using Grignard reagents in the presence of BF3*Et2O, whereas in the presence of CuBr, the alkylation took place at the γ-position.
- Shono, Tatsuya,Terauchi, Jun,Ohki, Yoshihisa,Matsumura, Yoshihiro
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p. 6385 - 6386
(2007/10/02)
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