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Novel, Highly Stereoselective Rearrangements of Chiral Dihydropyranones

✍ Scribed by Prof. Dr. Frieder W. Lichtenthaler; Dr. Shigeru Nishiyama; Dipl.-Ing. Pan Jarglis


Publisher
John Wiley and Sons
Year
1979
Tongue
English
Weight
317 KB
Volume
18
Category
Article
ISSN
0044-8249

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Novel rearrangements of chiral 3-oxazoli
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## Reaction of a 3-oxazolininyM-hydroxymethylazetidin-2-one with excess NaOh4e in rejluzing methanol gives the corresponding I-oxa-,8-diazabicyclo[4.3.0]nonan-5,9-dione stereospecifcally in nearly quantitative yield via a novel skeletal rearrangement, which includes a gamnu-l&one as a key-intermedia