ChemInform Abstract: Chelation-Controlled 1,3-Asymmetric Induction in Radical Addition to γ-Hydroxy- and γ-Alkoxy-α-methylenecarboxylic Esters.
✍ Scribed by Hajime Nagano; Satoko Toi; Tomoko Yajima
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
1999 hydroxycarboxylic acids hydroxycarboxylic acids (ether carboxylic acids) (acyclic compounds) and esters P 0280
19 -084
Chelation-Controlled 1,3-Asymmetric Induction in Radical Addition to γ-Hydroxy-and γ-Alkoxy-α-methylenecarboxylic Esters.
γ-Oxy-α-methylenecarboxylic esters react with the organic iodides (II) under radical conditions in the presence of mild Lewis acids. Isopropyl or cyclohexyl iodide give the syn-adducts (III) predominantly, whereas tert-butyl iodide affords the anti-adducts (IV) preferentially. -(NAGANO, HAJIME; TOI,
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