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Synthesis of (R)-dihydropyridones as key intermediates for an efficient access to piperidine alkaloids
Authors
E.N. Tzanetou Kasiotis, K.M. Magiatis, P. Haroutounian, S.A.
Publication date
1 January 2007
Publisher
Abstract
The efficient transformation of D-glucal to (2R)- hydroxymethyldihydropyridinone 5 in seven steps and 35 % overall yield is reported. Dihydropyridone 5 constitutes a versatile chiral building block for the synthesis of various piperidine alkaloids. In this regard, 5 was converted to piperidinol 13 and piperidinone 15, that may be further elaborated for the syntheses of (+)-desoxoprosophylline (1) and deoxymannojirimycin (3) or D-mannolactam (4), respectively. © 2007 by MDPI
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Last time updated on 10/02/2023