A New Synthesis of D-Erythrose Derivatives from D-Arabinose 1
✍ Scribed by Ballou, Clinton E.
- Book ID
- 120482619
- Publisher
- American Chemical Society
- Year
- 1957
- Tongue
- English
- Weight
- 283 KB
- Volume
- 79
- Category
- Article
- ISSN
- 0002-7863
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## Abstract L‐Glucose derivatives are prepared by two different routes. The first involves a modification of the previously reported multi‐step approach by __Shiozaki__^8^, starting from a D‐glucurono‐1,5‐lactone derivative, resulting in the isolation of 2,3,4,6‐tetra‐__O__‐benzyl‐L‐glucopyranose.
The new nitrones derived from cyclic acetals of D-erythrose (2a-c) and Dthreose (8) react with styrene to afford the corresponding 3,5-disubstituted diastereomeric isoxazolidines 3-6 and 9-12. The stereoselectivity was dependent on the steric hindrance of the nitrone. The major products 3a-c (55-58
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