Site-specific reactions of trimethylsilyl enolates and trimethylsilyldienolates are described. Recently some reactions of the Eschenmoser salt, ,J', with enolates2'3'4, Grignard5a and lithium5b reagents were described. This methodology was used to some advantage in a synthesis of vernolepin.6 A more
An anomalous mannich reaction of a trimethylsilyl enol ether
β Scribed by Samuel Danishefsky; Michael Kahn; Michael Silvestri
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 174 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Mannich reaction between dimethyl (methylene) ammonium chloride and a silyl enol ether gives a regiochemical result opposite to that obtained from the derived lithium enolate and the same salt.
π SIMILAR VOLUMES
Phenylthio ketones were obtained in good yields by the successive treatment of alkenyl sulfides with TiC14-ROH (R= Me or t-Bu) and trimethylsilyl enol ethers. Alkenyl sulfides are regarded as "masked carbonyl compounds" and various methods for the preparation of them including the alkylation of 1-(a
## Abstract Natural Vincamine (**1**) has been synthesized in an enantioselective manner starting from the ethylpentenal **7**. In the key step a mixture of the diastereoisomeric racemates, **14** and **15**, was directly obtained from the silyl enol ether **11** and the dihydroβΞ²βcarboline **12**
Diastereomeric Silyl en01 ethers 3 snd 4a-c heve been isolated starting from 1 8nd Za-c in the presence of AK13 , implying a concerted process.The structures of 3c 8nd 4c were essigned by single Crystal X-ruy CrgSt8IlOgr8Phy.