Diastereoselective Solid-Phase Synthesis of Novel Hydantoin- and Isoxazoline-Containing Heterocycles

Kyung Ho Park, Marilyn M. Olmstead, Mark J. Kurth

Research output: Contribution to journalArticle

41 Scopus citations

Abstract

Exploiting 1,3-dipolar cycloaddition and carbanilide cyclization transformations, we have prepared novel spirocyclic isoxazoloimidazolidinedione heterocycles of generalized structures II and III on solid phase starting from Merrifield resin. Cyclopentanoid isoxazoloimidazolidinedione II was obtained with complete diastereoselectivity, and cyclopropanoid isoxazoloimidazolidinedione III was obtained as an ≈ 2:1 mixture of diastereomers.

Original languageEnglish (US)
Pages (from-to)6579-6585
Number of pages7
JournalJournal of Organic Chemistry
Volume63
Issue number19
StatePublished - Sep 18 1998

ASJC Scopus subject areas

  • Organic Chemistry

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