Regio- and Stereoselective Formation of 1,3-Oxathiolanes by Reactions of Thiocarbonyl Compounds with Oxiranes
โ Scribed by Heimgartner, Heinz; Fu, Changchun; Blagoev, Milen; Linden, Anthony
- Book ID
- 121472581
- Publisher
- Taylor and Francis Group
- Year
- 2005
- Tongue
- English
- Weight
- 129 KB
- Volume
- 180
- Category
- Article
- ISSN
- 1042-6507
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๐ SIMILAR VOLUMES
The reactions of 3H-isobenzofuran-1-thione (1) with (S)-2-methyloxirane (2) and (R)-2-phenyloxirane (6) in the presence of SiO 2 in anhydrous CH 2 Cl 2 led to two pairs of diastereoisomeric spirocyclic 1,3-oxathiolanes, i.e., 3 and 4 with a Me group at C(5'), and 7 and 8 with a Ph group at C(4'), re
## Abstract The SnCl~4~โcatalyzed reaction of (โ)โthiofenchone (=1,3,3โtrimethylbicyclo[2.2.1]heptaneโ2โthione; **10**) with (__R__)โ2โphenyloxirane ((__R__)โ**11**) in anhydrous CH~2~Cl~2~ at โ60ยฐ led to two spirocyclic, stereoisomeric 4โphenylโ1,3โoxathiolanes **12** and **13** __via__ a regiosel