On the structure of intermediate adducts arising from dithionite reduction of pyridinium salts: a novel class of derivatives of the parent sulfinic acid
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作者:
Carelli, V
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机构:Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
Carelli, V
Liberatore, F
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机构:Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
Liberatore, F
Scipione, L
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机构:Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
Scipione, L
Musio, R
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机构:Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
Musio, R
Sciacovelli, O
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机构:Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
Sciacovelli, O
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[1] Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
C-13 and O-17 NMR spectroscopy show that adducts arising from dithionite reduction of 3- or 3,5-cyano- or carbamoyl-substituted pyridinium salts to the corresponding 1,4-dihydropyridines, are S-anions of esters of the simplest parent sulfinic acid. A pathway for formation of the 1,4-dihydropyridines, involving an intramolecular hydride transfer, is suggested. (C) 2000 Elsevier Science Ltd. All rights reserved.