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 Citations (Scopus)

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

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Carbanilides
Hydantoins
Cycloaddition
Cyclization
Merrifield resin

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Diastereoselective Solid-Phase Synthesis of Novel Hydantoin- and Isoxazoline-Containing Heterocycles. / Park, Kyung Ho; Olmstead, Marilyn M.; Kurth, Mark J.

In: Journal of Organic Chemistry, Vol. 63, No. 19, 18.09.1998, p. 6579-6585.

Research output: Contribution to journalArticle

Park, Kyung Ho ; Olmstead, Marilyn M. ; Kurth, Mark J. / Diastereoselective Solid-Phase Synthesis of Novel Hydantoin- and Isoxazoline-Containing Heterocycles. In: Journal of Organic Chemistry. 1998 ; Vol. 63, No. 19. pp. 6579-6585.
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