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

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.

References

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