Base-promoted reaction of dimethyt d~usomet~~zp~sp~~te (21 with aZipkatic ketones -in the presence of aZlylie alcohols affords aldehydio atlyZ vi?fyZ ethers (:I. Ally1 vinyl ethers, 4, are of interest because they undergo the Claisen rearrangement, 2 a sequence that accomplishes net a-allylation of
Photoisomerization of allyl ethers: syntheses of vinyl ethers
β Scribed by Satish C Gupta; Mohamad Yusuf; Somesh Sharma; Surinder Arora
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 174 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Intramolecular hydrogen-abstractions initiated by the photoexcited C O group have found several synthetic applications. 1 Ring systems containing 3-n atoms, spiropyrans, spirobenzofurans, lactams and some other systems have been synthesized using this method. These abstractions have also been investigated using steroidal moieties 2 and a series of Oalkylesters of 4-benzoylbenzoic acids 3 to determine the relationship between the chain length and the site of abstraction. In this communication, we report a facile synthesis of vinyl ethers through the application of hydrogen abstractions.
π SIMILAR VOLUMES
The Claisen rearrangement of ally1 vinyl ethers is catalyzed by PdCQ(CH3CN)Z. provided that alkyl substituents protect the vinyl ether double bond from coordination by the metal catalyst. [3,3]Sigmatropic rearrangements are very useful for the formation of C-C, C-O, C-N and C-S bonds. Besides the cl
## Abstract The presence of the free hydroxyβgroup in the chiral catalyst is crucial.