C2-SYMMETRICAL BIS-SULFOXIDES AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC DIELS-ALDER REACTIONS

被引:109
作者
KHIAR, N
FERNANDEZ, I
ALCUDIA, F
机构
[1] Dpto. de Química Orgánica, Farmacéutica. Facultad, Farmacia. Universidad de Sevilla.
关键词
D O I
10.1016/S0040-4039(00)60073-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(S,S)-bis-p-Tolylsulfinylmethane, 1, and (S,S)-2.2-bis-(p-Tolylsulfinyl)propane, 2, were converted into their Fe(III) complexes I and II, respectively. These complexes were shown to be good chiral catalysts of the Diels-Alder reaction between 3-acryloyl-1,3-oxazolidin-2-one, 4, and cyclopentadiene. The good enantioselection observed (36 and 56%, respectively) can be explained by the model depicted in Figure 2.
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页码:123 / 126
页数:4
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