Magnesium Bromide-Promoted E/Z-Isomerization of Carbonyl-Conjugated Nitrones and Highly Stereo- and Regioselective Cycloadditions to Allylic Alcohol Dipolarophiles

DOI: 10.1246/cl.1995.49

Source and publish data:

Chemistry Letters p. 49 - 50 (1995)

Update date:2022-09-26

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Authors:

Kanemasa, Shuji

Tsuruoka, Takashi

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Article abstract of DOI:10.1246/cl.1995.49

A Lewis acid promotes the E- to Z- isomerization of carbonyl conjugated nitrones.The MgBr2*Et2O-catalyzed cycloadditions to allylic alcohols lead to the exclusive formation of the exostereoisomers of isoxazolidine-5-methanols.Participation of the Z-nitrone/MgBr2 complexes is suggested.

Full text of DOI:10.1246/cl.1995.49

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