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Reaction of Thioketones with (R)-2-Vinyloxirane: Regio- and Stereoselective Formation of (S)-4-Vinyl-1,3-oxathiolanes

✍ Scribed by Alexey Fedorov; Changchun Fu; Anthony Linden; Heinz Heimgartner


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
132 KB
Volume
2005
Category
Article
ISSN
1434-193X

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Treatment of solutions of 1,3-thiazole-5(4H)-thiones 1 in CH 2 Cl 2 at room temperature with BF 3 Β΄Et 2 O and 1,2-epoxycyclohexane (7-oxabicyclo[4.1.0]heptane; 2a) or 1,2-epoxycyclopentane (6-oxabicyclo[3.1.0]hexane; 2b) yielded mixtures of diastereoisomeric spirocyclic 1,3-oxathiolanes (3/4 and 8/9