A facile and highly diastereoselective aziridination of chiral camphor N-enoylpyrazolidinones with N-aminophthalimide

K. S. Yang, K. Chen

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Abstract

Reaction of various chiral camphor N-enoylpyrazolidinones 2a-g with N-aminophthalimide in the presence of lead tetraacetate in CH2Cl2 proceed smoothly afford the corresponding N-phthalimidoaziridines (3a-e, 4f-g) with excellent material yields (86-95%) at room temperature in 5 min. High levels of diastereoselectivities (up to >95:5 dr) were obtained. The solvent effect was investigated, and the auxiliary can be easily recovered in high yields under mild reaction conditions.

Original languageEnglish
Pages (from-to)1676-1679
Number of pages4
JournalJournal of Organic Chemistry
Volume66
Issue number5
DOIs
Publication statusPublished - 2001 Mar 9

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ASJC Scopus subject areas

  • Organic Chemistry

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