Anions (2), derived from a-methoxyallylphosphine oxides (l), react with silicon, sulphur and phosphorus electrophiles in a highly regioselective fashion t0 give the products of y-attack.
Reactions of α-keto- and α-ester phosphorus ylides with carbonyl azides. Isomerization of the reaction products.
✍ Scribed by P. Ykman; G. L'abbé; G. Smets
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 206 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
During the course of our investigation of the synthesis of oic-triasoles by reacting a-keto-and a-ester phosphorus ylides with acyl asides and ethyl asidoformate (1 + 2 + z), we found that the N-l substituted triasoles,isomerised to the N-2 substituted triasoles (1 + A) under the basic reaction conditions. A description of this phenomenon is the subject of this communication.
📜 SIMILAR VOLUMES
The active ketenylidene-(2a) or thioketenylidenetriphenylphosphoranes (2b) react with 2-benzylidene-1,3-indandione (1), 5-benzylidenebarbituric acid (11), and 4-benzylidene-1,2-diphenyl-3,5-pyrazolidinedione (16) to give the corresponding pyranones and thioxopyranones (3a,b, 12a,b) and (17a,b), resp
Sly1 enol ethers of ketones are alkylated with ethyl a-chloro-a-phenylseleno acetate la or with ethyl a-chloro-a-phenylseleno propionate lb, mediated by zinc bromide to give the corresponding a-phenylseleno-y-keto esters 3 in moderate to good yields.
Methyl-a-keto-octanoate undergoes a Type II reaction to give pent-l-ene and photophysical measurements show that this and the Type II reactions of a-ketoacids occur, contrary to previous claims, from the excited singlet state.