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Oxygen scrambling and stereochemistry during the trifluoroethanolysis of optically active 2-butyl 4-bromobenzenesulfonate

✍ Scribed by Dietze, Paul E.; Wojciechowski, Marek


Book ID
126824644
Publisher
American Chemical Society
Year
1990
Tongue
English
Weight
751 KB
Volume
112
Category
Article
ISSN
0002-7863

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✍ Hong-yu Tian; Bao-guo Sun; Li-wei Tang; Hong-lin Ye 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 207 KB

## Abstract Optically active 2,3‐epoxyhexanol obtained from Sharpless asymmetric epoxidation (AE) was regioselectively reduced to 1,3‐hexandiol or 1,2‐hexandiol. 1,3‐Hexandiol was converted to 3‐mesyloxyhexyl acetate. The following reaction with CH~3~SK gave 3‐methylthiohexanol, which was oxidized