✦ LIBER ✦
Chiral cyclic imides with c2-symmetry. Novel reagents for the synthesis of optically pure lactones containing three contiguous tertiary centers
✍ Scribed by Hidemi Yoda; Koji Shirakawa; Kunihiko Takabe
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 260 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Asymmetric reactions employing C2-symmetrical imides readily prepared from L-tartaric acid with Griqnard reagents and sodium borohydride afforded a separable mixture of two hydroxyamides with high diastereoselectivity. Products were lactonized respectively to provide optically pure Yalkylated lactones with contiguous tertiary carbon centers. The reaction mechanisms in asymmetric induction were also discussed.