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D-xylose derived oxazolidin-2-ones as chiral auxiliaries in stereoselective alkylations

✍ Scribed by Peter Köll; Arne Lützen

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
251 KB
Volume
7
Category
Article
ISSN
0957-4166

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D-xylose derived oxazolidin-2-ones as ch
D-xylose derived oxazolidin-2-ones as chiral auxiliaries in stereoselective acylations and halogenations
✍ Arne Lützen; Peter Köll 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 252 KB

Chiral N-acylated oxazolidin-2-ones readily available from D-xylose have been demonstrated to undergo highly diastereoselective acylation reactions via their lithium imide enolates to afford 13-keto imides. These are easily purified and exhibit surprisingly high stability towards epimerization. The