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β-Elimination in aldonolactones. Synthesis of 3,6-dideoxy L-arabino-hexose (ascarylose)

✍ Scribed by Oscar J. Varela; Alicia Fernńdez Cirelli; Rosa M. De Lenderkremer

Book ID
108308313
Publisher
Elsevier Science
Year
1979
Tongue
English
Weight
734 KB
Volume
70
Category
Article
ISSN
0008-6215

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✍ Lindhorst, Thisbe K. ;Thiem, Joachim 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 English ⚖ 572 KB

## Abstract The synthesis of 3‐deoxy‐L‐fucose (19) could not be achieved by an inversion procedure, starting from the 3‐__O__‐triflate‐activated derivatives 8 or 9, respectively. Also the Mitsunobu reaction with the 3‐OH‐unblocked sugars 6 or 7 did not lead to the desired compounds. Instead, the fo