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Asymmetric oxidation of 1,3-dithiolanes. A route to the optical resolution of carbonyl compounds

✍ Scribed by O Bortolini; F Di Furia; G Licini; G Modena; M Rossi


Book ID
104219524
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
188 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis


The asymmetric oxidation (t-Bu02H, Ti(OPr-t)4, DET) of a series of 1,3-dithiolanes was carried out to produce the corresponding S-oxides with high chemical and optical yields.


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Regeneration of carbonyl compounds from their 1,3-dithiolanes and dithianes was achieved using tert-butyl hydroperoxide (TBHP, aq. 70%) in high yields. Thus, an efficient, economic and experimentally simple protocol for dethioacetalization has been demonstrated.