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ChemInform Abstract: Stereochemically Controlled Synthesis of Substituted 1,2-Oxathianes.

✍ Scribed by J. EAMES; N. KUHNERT; R. V. H. JONES; S. WARREN

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Stereochemically Controlled Synthesis of Substituted 1,2-Oxathianes.

-Treatment of 4-sulfanyl-1,3-diols containing a tertiary SH group with tosyl chloride and triethylamine results in high-yielding cyclization to give 1,2-oxathianes as single diastereomers. Subjecting the sulfanyldiol (IX) to analogous conditions gives surprisingly the S-tosylate (XI) as single product.

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