Title of article
Stereoselective synthesis of 3-hydroxy-2-sulfonyltetrahydrofurans from β-(triethylsilyloxy)aldehydes and p-tolylsulfonyldiazomethane
Author/Authors
Steven R Angle، نويسنده , , Stephanie Z Shaw، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
6
From page
5227
To page
5232
Abstract
A new method for the stereoselective syntheses of 2-sulfonyltetrahydrofurans from β-(triethylsilyloxy)aldehydes and p-tolylsulfonyldiazomethane in the presence of BF3·OEt2 as Lewis acid is reported. The versatility of the sulfonyl functional group allows further functionalization alpha to the sulfonyl group. For example, treatment of 2-sulfonlytetrahydrofuran 2b with BF3·OEt2 and allyl silane afforded alkylative desulfonylation product in 85% yield.
Keywords
Tetrahydrofurans , stereoselection , diazo compounds , Sulfone
Journal title
Tetrahedron
Serial Year
2001
Journal title
Tetrahedron
Record number
1082118
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