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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.