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Stereoselective Synthesis of β-D-Mannopyranosides with Reactive Mannopyranosyl Donors Possessing a Neighboring Electron-Withdrawing Group—a Second Corrigendum

✍ Scribed by Adel A.-H. Abdel-Rahman; Simon Jonke; El Sayed H. El Ashry; Richard R. Schmidt


Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
246 KB
Volume
47
Category
Article
ISSN
0044-8249

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✦ Synopsis


In the first Corrigendum published from Schmidt et al., [1] it was revealed that the data published in footnote [25] of the original Communication [2] was that of an unidentified byproduct, and not that of alcohol 3. It is now clear that the data in footnote [28] is also incorrect, and does not pertain to the glycoside 10 b. The incorrect assignment resulted from the same type of error as for 3. The editorial office thanks Dr. Prasanna Jayalath and Dr. Ming Li from the laboratory of Professor David Crich for the preparation of authentic samples of 3 and 10 b [3] and for bringing this matter to our attention.


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Stereoselective Synthesis of β-D-Mannopy
✍ Adel A.-H. Abdel-Rahman; Simon Jonke; El Sayed H. El Ashry; Richard R. Schmidt 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 84 KB

Scheme 1. Preferred a-and b-mannopyranoside synthesis. Scheme 2. Mechanistic proposals for preferred b-mannopyranoside formation. TB ¼ Twist± Boat conformation, H ¼ half-chair conformation. 2973 Scheme 3. Synthesis of 4 from 1; a) BnSO 2 Cl, pyr (91 %); b) CAN, MeCN/H 2 O (4:1), O 8C (82 %); c) CCl