Recent interest in the mechani.sm of lithium aluminum hydride (LAH) reductions of formally isol-6 lated carbon-carbon double bonds proqts us to report our observations for the corresponding reductions in szabicyclic systems.
The reductive cleavage of carbon—carbon bond of cis-1,2- diphenylethylene episulfone by metal hydrides
✍ Scribed by Shoichi Matsumura; Toshikazu Nagai; Niichiro Tokura
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 122 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Absmcf: 1,2-Dihalocyclop%enes on reaction with alkali metals and chlomlrimethylsilane in hydmcarbon or ether solvents produce silylatcd I-pentynes by ring opening. Sodium metal and hydrwarbon solvents favour the cleavage most. Different mechanistic aspxts are considered.
A short, general and flexible approach to c&, z, cis-tricyclo(6.3.0.0 2r6)undecane 4,10-dione and its derivatives from abundantly available pentacyclo (5.4.0.0 2'6.03'10.05'g)undecane-8,11-diones is described.
A mild and rapid method was found for the reductive cleavage of the carbon-sulfur bond in the alkylthiocyanates by samarium/Cp 2 TiCl 2 system to give the corresponding dialkyl disulfides in moderate to good yields.
The title ester 5 is shown to undergo C-C bond cleavage under the conditions of basic ester hydrolysis (KOH/EtOH) with formation of potassium ethyl carbonate (6) and the tautomeric methylcyclopentadienes 7 and 8. In contrast, porcine liver esterase (PLE, EC 3.1.1.1 j cleanly hydrolyses 5 to give the