Highly stereoselective formation of optically pure 2,4-oxazolidinedione via diastereoselective dihydroxylation of (4S)-3-((E)-3′-substituted-2′-propenoyl)-4-isopropyl-2-oxazolidinone

Choong Eui Song, Eun Joo Roh, Sang gi Lee, In O. Kim

Research output: Contribution to journalArticlepeer-review

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Abstract

Catalytic asymmetric dihydroxylation (ADH) of (4S)-3-((E)-3′-substituted-2′-propenoyl)-4-isopropyl-2-oxazolidinone1a and 1b resulted in the in situ rearrangement of the initially produced diols or its osmates to provide 3-((1'S)-1′-isopropyl-2′-hydroxyethyl)-5-(S)-5-((1'R)-1′-hydroxybenzyl (2a) and -hydroxyethyl (2b))-2,4-oxazolidinedione, respectively. The structure of 2a was determined by X-ray crystal structure analysis.

Original languageEnglish
Pages (from-to)871-872
Number of pages2
JournalTetrahedron Asymmetry
Volume6
Issue number4
DOIs
StatePublished - Apr 1995

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