Synthesis of the enantiomers of 3-hydroxy-1,7-dioxaspiro[5.5]undecane, a minor component of the olive fly pheromone
โ Scribed by Kenji Mori; Hidenori Watanabe
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 158 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
On reduction with NaBH4 in methanol (or 2-propanol) or LiAlH4 in tetrahydrofuran (THF), the 2-acylindoles 1 are converted into the 2-( 1-hydroxyalky1)indole derivatives 2. The 2-(3-dimethylaminopropionyl)indoles l c and Id are obtained from the 2-acetylindoles laL3] and lbI4], respectively, by Manni
An acid-catalysed rearrangement of the THP-ether of homoallylic alcohol gives ready access to an O-protected derivative of 4-hydroxytetrahydropyran and thence by two further steps to provide a short and highly stereoselective route to the title spiroketal.