Efficient 1,2-Asymmetric Induction in Radical Reactions: Stereoselective Radical Addition to 3-Hydroxy-1-(methylthio)-1-(p-tolylsulfonyl)-1-alkenes
β Scribed by Ogura, Katsuyuki; Kayano, Akio; Sumitani, Naoko; Akazome, Motohiro; Fujita, Makoto
- Book ID
- 126166456
- Publisher
- American Chemical Society
- Year
- 1995
- Tongue
- English
- Weight
- 585 KB
- Volume
- 60
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
Efficient 1,2-Asymmetric Induction in Radical Reactions: Addition of Acyl Radicals to 3-Hydroxy-1-(methylthio)-1-(p-tolylsulfonyl)-1alkenes and Their Acetates. -Sensitized irradiation of aldehydes (II) generates acyl radicals which add to the functionalized alkenes (I). Desulfurization with Raney-N
Ettlcient 1.2-asymmetric induction was realized in the addition ot a l-hydroxyalkyl radical (R2(7-OIt) to 3-hydroxy-l-(methylthio)-l-Cp-tolylsulfonyl)-l-alkenes and their acetates (1): Irradiationot l and benzophenone in an 'alcohol (R2CHOH) gave an adduct (2) with a high syn selectivity. Optically