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Please login to access the full content or check if you have access via36.2.1.1.3.2 Variation 2: With Alkoxylated Fischer Carbene Complexes
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Scott, P. J. H.; Steel, P. G., Science of Synthesis, (2008) 36, 466.
The thermal reactions of group 6 alkoxycarbene complexes with either electron-rich or electron-deficient alkenes occur efficiently to produce functionalized cyclopropyl ethers. Whilst the parent hydroxycarbene is insufficiently stable to be of practical use, iodoethoxy analogues (e.g., 1) are suitable surrogates (Table 7).[67] Following the generation of the cyclopropyl ether, treatment with 2 equivalents of tert-butyllithium furnishes the desired vinylcyclopropanol. This three-step sequence can be carried out in a single vessel and leads to the desired cyclopropanol in a good yield.
Meeee 8 Meeeeeee ee Meeeee Meeeeee Meeeeeee ee Meeeeee[88]
| Meeee | Meeeee | Meeeeeeeeeeee | ee | Meeee (%) | Mee |
|---|---|---|---|---|---|
| 8 | MeMM=MM8 |  |
88:88 | 88 | [88] |
| 8 | |
|
888:8 | 88 | [88] |
| 8 | |
|
888:8 | 88 | [88] |
| 8 | MMMMMMMM8MM=MMMe | |
88.8:88.8 | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
(8M*,8M*)-8-Meeee-8-[(M)-8-eeeeeeeeeee]eeeeeeeeeeeee (Meeee 8, Meeee 8):[88]
MMMMMMM: M 8 M eeeeeeee ee eeee-eeeeeeeeeeee ee eeeeeee eeeeeee ee eeeee eee eee eeeeee eeeeeeeeeee eeee eeeee.
M eeeeeee ee eee eeeeeee eeeeeee 8 (8.88 e, 8 eeee) eee eee-8-eee (8.8 eM, 8 eeee) ee MMM eee eeeeee ee 888°M eee 8.8 e. Mee eeeeeee eee eeee eeeeee ee ee eee eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee ee eeeee e eeeeeee, eeeee eee eeeeeeeeeee ee eeeeee/Me8M (8:8; 88 eM). Mee eeee eee eeeeee ee −88°M, eeeeee 8.8 M e-MeMe ee eeeeeee (8.8 eM, 8 eeee) eee eeeee, eee eee eeeeeee eee eeeeeee ee −88°M eee 88 eee. Mee eeeeeeee eee eeee eeeeeeee eeee M8M (8.8 eM) eee eee eeeeeee eee eeeeee ee ee, eeeeeee eee ee eeeeeeeeee 88 eee, eee eeeeeeeee eeee eeeeee. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeeee eeee eeeeeeee eee eeeeeeee eeeeeee eeeeee eee ee eeee e eeeeeee ee eee eeeeeeee eeeeeeeeeeeeee ee e eeeeeeeee eee; eeeee: 8.88 e (88%). Meee eeeeeee eeeeeeeee eee eeeee eeeeeeee ee eee eeeee eeeeeeeeeeee; eeeee: 88%.
References
| [67] | Meeeeeeee, M.; Móeee, M.; Meeeeeee, M. M.; Meóeee, M., Meee.–Mee. M., (8888) 8, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
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