Asymmetrical oxidation of menthone dithiolane
β Scribed by A. V. Timshina; S. A. Rubtsova; M. I. Kodess; E. G. Matochkina; P. A. Slepukhin; A. V. Kuchin
- Book ID
- 111464742
- Publisher
- SP MAIK Nauka/Interperiodica
- Year
- 2008
- Tongue
- English
- Weight
- 607 KB
- Volume
- 44
- Category
- Article
- ISSN
- 1070-4280
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π SIMILAR VOLUMES
Irradiation of a solution of 1,3-dithiolane, I-cyanonaphthalene in 02-saturated CH3CN:H20 350 nm furnishes good yields of 1,3-dithiolane-l-oxide. 1,3-Dithiolanes constitute an important functional group in organic chemistry. However, its photochemistry remains underexplored. Eaton et al. 2 observed
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract We report the ready asymmetric synthesis of nucleoside analogues containing a 1,3βdithiolane ring that mimics the sugar moiety of natural nucleosides. The synthesis is accomplished in three main steps from benzoyloxyethanal 1,3βdithiolane, the key step being its conversion into a chiral
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.
trans-Z-NN-dialkylacetamide-1,3-dith 2 have been obtained in high d.e. (>9!kl) and e.e. (up to 94%. >98% after crystallization) by enantioselective oxidation [Ti(i-PrOId. (+)-DET, r-BuOOH]. The aldol-type addition of the magnesium enolate of the N,Ndiethyl derivative (-)-2b to Lso-butyraldehyde affo