The formal "crossed-aldol" coupling of two aldehydes RCHO and R'CH2CH0 to form an o,p-unsaturated aldehyde RCH=C(R')CHO is a highly useful synthetic operation in organic synthesis, especially in the area of natural products. A number of reagents and processes are currently available for effecting s
β¦ LIBER β¦
A simple and highly stereoselective route to E-.alpha.,.beta.-unsaturated aldehydes
β Scribed by Bellassoued, Moncef; Majidi, Assieh
- Book ID
- 120610480
- Publisher
- American Chemical Society
- Year
- 1993
- Tongue
- English
- Weight
- 721 KB
- Volume
- 58
- Category
- Article
- ISSN
- 0022-3263
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The title method is based on the recently discovered radical fragmentation of 2-fluoro-6-pyridinoxy derivatives of vinylsulfones. The radical addition of xanthates to these alkenes leads to the formation of (E)-vinylsulfone adducts, which are desulfonylated by treatment with sodium dithionite and so