✦ LIBER ✦
Claisen ortho ester rearrangement with trimethyl 3-(phenylseleno)orthopropionate: A synthon for the preparation of 2-substituted acrylates and α-methylene-γ-butyrolactones
✍ Scribed by Stanley Raucher; Ki-Jun Hwang; James E. Macdonald
- Book ID
- 104246316
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 250 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Trimethyl 3-(phenylseleno)orthopropionate may be utilized as a synthon for the preparation of either 2-substituted acrylates or a-methylene-Y-butyrolactones via Claisen ortho ester rearrangement with allylic alcohols followed by oxidative-elimination of PhSeOH. The 2-substituted acrylate moiety is present in a variety of interesting compounds.
Recently, in connection with projects directed toward the synthesis of a number of natural