Reaction of thiophenol with glucal epoxides: X-ray structure of 3,4,6-tri-O-tert-butyldimethylsilyl-1-S-phenyl-1-thio-α-D-glucopyranoside
- 1 January 1997
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 19,p. 1855-1856
- https://doi.org/10.1039/a704534d
Abstract
The reaction of the tert-butyldimethylsilyl protected glucal epoxide 1 with thiophenol under a variety of conditions gives three distinct adducts, including the α-phenylthioglycoside 2a, which exists both in solution and in the solid state in a 1C4 conformation in which the C-2, C-3, C-4 and C-5 substituents are all axial.Keywords
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