Bulletin of the Chemical Society of Japan p. 3274 - 3279 (1991)
Update date:2022-08-04
Topics:
Kanemasa, Shuji
Hayashi, Takashi
Yamamoto, Hidetoshi
Wada, Eiji
Sakura, Tosio
Some α,β-unsaturated esters bearing an imidazolidine chiral controller at the β-position were employed in the asymmetric cycloaddition to nitrile oxides.Regio- and diastereoselectivities were both poor when the chiral controller was a perhydropyrrolo<1,2-c>imidazol-3-yl auxiliary, while the reaction of the esters bearing a C2-symmetric imidazolidine chiral controller was exclusively regioselective or diastereoselective depending upon the nature of N-substituent.The transition state was briefly discussed.
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(1991)