1981
DOI: 10.1016/0040-4039(81)80170-0
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New synthesis of pipecolic acid and analogs

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1982
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Cited by 42 publications
(14 citation statements)
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“…The physico-chemical data on the synthetized amino acids were determined and were found to be identical with the data cited in [20][21][22][23][24][25][26][27][28]. The nomenclature and abbreviations are in accordance with the IUPAC-IUB JCBN recommendations [29].…”
Section: Chemicals and Reagentsmentioning
confidence: 99%
See 1 more Smart Citation
“…The physico-chemical data on the synthetized amino acids were determined and were found to be identical with the data cited in [20][21][22][23][24][25][26][27][28]. The nomenclature and abbreviations are in accordance with the IUPAC-IUB JCBN recommendations [29].…”
Section: Chemicals and Reagentsmentioning
confidence: 99%
“…␣-Methylproline (2, racemic [23]), 1,2,3,6-tetrahydropyridine-2-carboxylic acid (3, baïkaïne, enantiopure L [20]; d-isomer was produced via the partial racemization of l-baïkaïne by refluxing in 2 M NaOH), piperidine-2-carboxylic acid (4, pipecolic acid, Pip, enantiopure l and d [21]), 4-hydroxypipecolic acid {5, enantiopure (2S,4R) [20]; racemic [24]}, 5-hydroxypipecolic acid {6, enantiopure (2S,5R) [20]; racemic [25]}, 5-methylpiperazine-2-carboxylic acid (8, racemic [26]), morpholine-3-carboxylic acid (9, enantiopure L [21]; racemic [27]), thiomorpholine-3-carboxylic acid (10, enantiopure L [22]; racemic [28]) were synthetized by using the indicated reported literature methods.…”
Section: Chemicals and Reagentsmentioning
confidence: 99%
“…Synthesis. Anodic oxidation of N -acetylmorpholine, as reported earlier, proved to be a simple and efficient method for functionalizing the morpholine ring to the 3-methoxy-substituted derivative ( 10 ). The subsequent BF 3 -catalyzed nitrile substitution also proceeded in good crude yield as indicated by 1 H and 13 C NMR analysis.…”
Section: Resultsmentioning
confidence: 82%
“…For the synthesis of 2-(furan-2-yl)azepane, see: Asher et al (1981); Shono et al (1981); Nikolic & Beak (1997). For intramolecular cycloaddition reactions of ,-unsaturated acid anhydrides to -furylamines (IMDAF reactions), see: Vogel et al (1999); Zubkov et al (2005).…”
Section: Related Literaturementioning
confidence: 99%
“…These strategies were based on the intramolecular cycloaddition reaction of α,βunsaturated acid anhydrides to the heterocycles containing an α-furfurylamine fragment (IMDAF reaction) (Vogel et al, 1999;Zubkov et al, 2005). Therefore, within the scope of this investigation, the initial carboxylic acid was easily synthesized by the treatment of 2-(2-furyl)perhydroazepine (Asher et al, 1981;Shono et al, 1981;Nikolic et al, 1997) with maleic anhydride.…”
Section: S1 Structural Commentarymentioning
confidence: 99%