Reductive amination of α-formyl lactones. A route to α-methylene lactones.
✍ Scribed by A.D. Harmon; C.R. Hutchinson
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 223 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Summaryr Addition of phenylthiol to a-trimethylsilylmethylene-r-lactones affords a-phenylthio(trhnethylsilyl)methyl-s-lactones which, on treatment with tetrabutylammonium fluorlde and methyl acrylate give the corresponding a-methylene-a-lactones through a one-pot double deblocking process. The a-me
The presence of an a-methylene-y-butyrolactone is essential for cytotoxic activity3 among the sesquiterpene lactones. Recently it has been established 3c,4 that the presence of a lipophilic, conjugated ester side chain located homoallylic to the exocyclic double bond of an a-methylene-ybutyrolactone
A general procedure for the synthesis of a-methylene lactones cis-or trans-fused to larger rings is described. The convenient approach originates with two co-unsaturated aldehydes of the same or different chain length.