Tetrahedron Letters p. 1357 - 1360 (1992)
Update date:2022-08-03
Topics:
Kanemasa, Shuji
Nishiuchi, Masaki
Wada, Eiji
The first regiocontrol of nitrile oxide cycloadditions is described.Reaction of benzonitrile oxide with (E)-2-butenol is highly accelerated by the presence of a magnesium alkoxide, and this reaction proceeds in an exclusively regioselective manner to produce 5-hydroxymethyl-4-methyl-3-phenyl-2-isoxazoline as the sole cycloadduct.Synthetic applications to other substituted allyl alcohols are discussed.
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Doi:10.1021/ja00040a007
(1992)Doi:10.1039/c9cp06924k
(2020)Doi:10.1016/0040-4020(70)85023-2
(1970)Doi:10.1021/acs.joc.8b00407
(2018)Doi:10.1021/acscatal.0c03702
(2020)Doi:10.1021/jo00837a642
(1970)
