2- and 8- functionalized 1,4,7,10-tetraoxaspiro[5.5]undecanes.: III. Resolution of a (±)-E,E structure by enzymatic and chemical methods.
✍ Scribed by Marielle Lemaire; Georges Jeminet; Jean-Gabriel Gourcy; Gérard Dauphin
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 448 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0957-4166
No coin nor oath required. For personal study only.
✦ Synopsis
The optical resolution of a (f)-E,E-2,8-disubstituted-l,4,7,lO-tetraoxaspiro[5.5] undecane system was carried out by lipase-catalyzed hydrolysis of a symmetrical diester and also by monosubstitution with a chiral amine. Configurations of the new products were assigned by chemical correlations.
📜 SIMILAR VOLUMES
## Abstract The title compound **1** is a further example of an olefinic alcohol that undergoes ether formation under basic conditions **(→ 3)** although the double bond is not activated by an electron‐attracting group. This unusual reactivity is due to steric compression, which is increased in the