The Synthesis of gem-Cyclopentyl Substituted Glutarates via the Oxidative Ring Contraction of 2-Acetylcyclohexanones.
✍ Scribed by Stephen Challenger; Andrew Derrick; Terry V. Silk
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 95 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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## Abstract Two approaches for the conversion of d‐glucose to (−)‐neplanocin A (**2**), both based on the zirconocene‐promoted ring contraction of a vinyl‐substituted pyranoside, are herein evaluated (__Scheme 1__). In the first pathway (__Scheme 2__), the substrate possesses the __α__‐d‐__allo__ c
6,7-Dimethoxy-2-phenyl-4H-l,3-benzothiazine (la) was oxidized with hydrogen peroxide to yield [2,2'-bis(benzoyIaminomethyl)-4,4',5,5'-tetramethoxyldiphenyl disulfide (2). Potassium permanganate oxidation of Aa gave 6,7-dimethoxy-2-phenyl-4B-1,3benzothiazinll-one (5a), wKch was oxidized with the calc