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A stereodivergent synthesis of (±)-cyclophellitol and (1R∗,6S∗)-cyclophellitol from the 7-oxabicyclo-[2.2.1]hept-5-ene-2-endo-carboxylic acid

✍ Scribed by JoséLuis Aceña; Eva de Alba; Odón Arjona; Joaquín Plumet


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
127 KB
Volume
37
Category
Article
ISSN
0040-4039

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Synthesis of (5R,6S)-6-[(1R)-hydroxyethy
✍ J. E. Swigor; C. U. Kim; K. A. Pittman 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 French ⚖ 198 KB

The synthesis of the title compound (4) is described. ## Treatment of (3S)-[(lR)-hydroxyethyl]-(4R)- [ 3-(p-nitrobenzyloxy) carbonyl-2-0x0-[ 2-I4C] -3-diazopropan-l-yl]azetidin-2-one1 with rhodium diacetate achieved ring closure forming (5R,6S)-pnitrobenzyl-6-~(1R)-hydroxyethyl]-3,7-dioxo-[3-14C]