✦ LIBER ✦
Methallyl alcohol dianion additions as the salient feature in a facile synthesis of α-methylene-γ-lactones
✍ Scribed by Robert M. Carlson
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 193 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
We wish to report the ability of the potassium t-butoxide/n-butyl lithium complex1-3 to generate from methallyl alcohol a dianion in which an allylic proton has been selectively removed from the methyl carbon." The synthetic applications of such dianions are manifold, but this preliminary report focuses on the addition reactions to aldehydes and ketones (Table 1). The diols produced from such additions are distinguished by the presence of an allylic alcohol that can be subsequently oxidized by activated manganese dioxide5 to the a-methylene-y-lactone