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Silicon-directed stereocontrolled cyclization. Possible route to functionalized tetrahydrofurans

✍ Scribed by F.L. van Delft; auG.A. van der Marel; J.H. van Boom


Book ID
104216327
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
301 KB
Volume
35
Category
Article
ISSN
0040-4039

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Efficient route to highly functionalized
✍ F. L. van Delft; G. A. van der Marel; J. H. van Boom 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 179 KB

## Abstract Cyclization of 3,4,6‐tri‐__O__‐benzyl‐2,5‐di‐__O__‐trimethylsilyl‐1‐deoxy‐1‐phenyldiisopropylsilyl‐L‐glucitol in the presence of BF~3~·Et~2~O or catalytic H~2~SO~4~ proceeds stereoselectively to give predominantly the fully benzylated 2,5‐anhydro‐L‐glucitol derivative without occurrence