Chiral Acyclic Nitrone Bearing Protected Vicinal Diol Controller Providing Single π(C=N)-Face in [3+2] Cycloaddition Reactions

Seiki Saito, Teruhiko Ishikawa, Norihisa Kishimoto, Tomonari Kohara, Toshio Moriwake

Research output: Contribution to journalArticle

46 Citations (Scopus)


Acyclic chiral (Z)-nitrone (4) bearing the protected vicinal diol controller has been developed with the intention of shielding one of its π-(C=N) diastereofaces. The intermolecular [3+2] cycloaddition reactions of 4 with various olefins resulted in perfect discrimination of the nitrone faces though that of the olefins depended on their structures.

Original languageEnglish
Pages (from-to)282-284
Number of pages3
Issue number4
Publication statusPublished - Apr 1 1994


ASJC Scopus subject areas

  • Organic Chemistry

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