The Wittig rearrangement of the allyl ethers of 2-quinolinemethanol and 9-fluorenol. On the SNi' mechanism
β Scribed by Yasuo Makisumi; Shigeru Notzumoto
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 198 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
The F\_,/Z-selectivities in the [2,3]-Wittig rearrangements of secondary 13-(methyl or silyl)allylic ethers are shown to depend critically on the nature of groups on the carbanion terminus, thereby permitting elucidation of the structural requirements for attaining high Z-selectivity.
Ketone 4 representing the C12-C25 subunit of the ionophore antibiotic zincophorin, has been prepared by a sequence incorporating the [2,3] Wittig rearrangement of a tertiary allylic ether and subsequent lactonization via intramolecular, acid-catalyzed SN' addition to an allylic ether.