1988
DOI: 10.1021/jo00259a024
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Palladium(2+)-catalyzed intramolecular aminocarbonylation of 3-hydroxy-4-pentenylamines and 4-hydroxy-5-hexenylamines

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Cited by 133 publications
(36 citation statements)
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“…Complexes 2 , 4 , 5 , 7 and 8 were obtained commercially. The following compounds have been previously described: 3 ,5 6 ,14 9 ,20 10 ,21 11 ,21 12 ,21 13 ,21 14 ,22 15 ,20 16 ,23 17 ,2b 19 ,24 20 ,25 21 ,26 22 ,20 23 ,27 24 ,22 25 ,22 27 ,22 28 ,20 29 ,28 32 ,20 33 ,29 36 ,30 37 ,31 39 ,28 40 ,20 41 ,20 42 ,32 44 ,33 45 ,28 46 ,34 47 ,2b 48 ,34 49 ,20 50 ,2b 51 ,2b 52 ,35 53 ,19 54 ,36 55 ,24 59 ,24 61 24…”
Section: Methodsmentioning
confidence: 99%
“…Complexes 2 , 4 , 5 , 7 and 8 were obtained commercially. The following compounds have been previously described: 3 ,5 6 ,14 9 ,20 10 ,21 11 ,21 12 ,21 13 ,21 14 ,22 15 ,20 16 ,23 17 ,2b 19 ,24 20 ,25 21 ,26 22 ,20 23 ,27 24 ,22 25 ,22 27 ,22 28 ,20 29 ,28 32 ,20 33 ,29 36 ,30 37 ,31 39 ,28 40 ,20 41 ,20 42 ,32 44 ,33 45 ,28 46 ,34 47 ,2b 48 ,34 49 ,20 50 ,2b 51 ,2b 52 ,35 53 ,19 54 ,36 55 ,24 59 ,24 61 24…”
Section: Methodsmentioning
confidence: 99%
“…126). [220][221][222] This intramolecular aminocarbonylation procedure was selective, even from unsaturated aminopolyols (Eq. 127), 223,224 and was extended to N-protected 4-hydroxy-5-hexenylamines.…”
Section: Aminopalladationmentioning
confidence: 99%
“…After separation of the ionic liquid layer according to the general procedure, the crude product mixture was analyzed by 1 H NMR spectroscopy which revealed a 93:7 ratio between the RCM product 21 and diene 20. Purification by flash column chromatography (hexanes/EtOAc, 5:1 v/v) gave 114 mg (91%) of the known cyclic sulfonamide 21 [6,20].…”
Section: Catalyst Batch B Cycles 1 Andmentioning
confidence: 99%