Reversal of regioselectivity of nitrone 1,3-dipolar cycloadditions by Lewis acids

Synlett

Volumn , Issue 9, 2004, Pages 1569-1572

  Dugovič, Branislav ^a   Fišera, Lubor ^a   Hametner, Christian ^b  

^a SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

^b VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

Dipolar cycloadditions; Isoxazolidines; Lewis acid; Nitrones

Indexed keywords

BORON DERIVATIVE; DICHLOROMETHANE; KETONE DERIVATIVE; LEWIS ACID; MAGNESIUM DERIVATIVE; NITRONE DERIVATIVE; OXAZOLIDINONE DERIVATIVE; OXIDE; TITANIUM DERIVATIVE; ZINC DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CYCLOADDITION; DIASTEREOISOMER; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 3943050634     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-829067     Document Type: Article

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34. 4, filtered through a layer of Celite® and the solvent was removed by rotary evaporation. The yellow oil thus obtained was purified by flash chromatography (silica gel, hexanes-EtOAc 6:4). Yields of isolated mixtures of cycloadducts are given in Table 1 and Table 2.
35. 3): δ = 172.0 (CO), 153.3 [OC(O)N], 137.9, 137.1, 129.1, 128.3, 127.6, 127.6, 127.3 (12 C, C-Ph), 73.2
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