Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5227570 | Tetrahedron | 2009 | 8 Pages |
Abstract
The title compound was prepared via hetero-Diels-Alder reaction of 1-acetoxy-1,3-butadiene and thioaldehyde, followed by Pummerer rearrangement. Different from the corresponding sugar and 5a-carba sugar, C-inside isomer of 1,5-anhydro-4,6-O-benzylidene-2,3-dideoxy-5-thio-dl-thero-hex-2-enitol was found to be thermodynamically more stable than the corresponding O-inside one and these thermodynamic stabilities were corroborated by ab initio calculations.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Yuhya Watanabe, Tohru Sakakibara,