Preparation of α-Methylene-γ-butyrolactones with Difluoromethylene Functionalities. -The key to the preparation of title compounds such as (XII), of interest as pharmaceutical drugs, is the regioselective reduction of the ester group of compound (VI) activated with a difluoromethylene unit to give
Preparation of α,α-difluoromethylene functionalized sulfones
✍ Scribed by Zhen-Yu Yang; Donald J. Burton
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 978 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1042-7163
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✦ Synopsis
Sulfination of brorrrodifluoroacetate or acetaitiide 1 with sodiurrr dithionite gives the corresponding sulfinates 2a and 2b, respectively, which upon cuprous bromide catalyzed allylation afford the allylsulfonyldifluoroacetate and acetatnides. Phenyl-or alkylsulfonyldifluoroacetates and acetamides can be readily prepared from reaction of 1 with thiolates, followed by oxidation with hydrogen peroxide.
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