Optically pure (4aS)-(+)- or (4aR)-(-)-1,4a-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione and its use in the synthesis of an inhibitor of steroid biosynthesis
β Scribed by Hagiwara, Hisahiro; Uda, Hisashi
- Book ID
- 111672445
- Publisher
- American Chemical Society
- Year
- 1988
- Tongue
- English
- Weight
- 585 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0022-3263
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An asymmetric synthesis of (-)-geosmin 1 via highly diastereoselective reduction of the enantiomerically pure title ketone 3 is described. Diisobutylaluminum hydride reduction of 3 in a mixed solvent of tetrahydrofuran and 1,2-dimethoxyethane led to aUylic alcohol 4 in 96% d.e., which by recrystalli
1,3-Diemthyl(5H,7H)imidazo(4,5-d)pyrimidine-2,4,6-trithione (1) was synthesized by the reaction of carbon disulfide with 1,3-dimethyl-4-cyano-5aminoimidazolidine-2-thione (2) which was produced by reacting trimethylsilyl cyanide with methyl isothiocyanate followed by methanolysis. An unusual reversi