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Lipase-catalyzed kinetic resolution of racemic seven-membered substituted lactones

✍ Scribed by Kosei Shioji; Ayako Matsuo; Kentaro Okuma; Kaoru Nakamura; Atsuyoshi Ohno

Book ID
104210972
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
60 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Optically active 3-, 4-, 5-, or 6-methyl substituted seven-membered lactones were prepared by Candida antarctica lipase (CAL)-catalyzed kinetic resolution of the racemic lactones. Among these lactones, only in the case of 5-methylhexanolide (R)-isomer reacts faster than the other enantiomer, while the rest of lactones show (S)-selectivity.

📜 SIMILAR VOLUMES

Aluminum chloride-mediated kinetic resol
Aluminum chloride-mediated kinetic resolution of racemic γ-substituted-γ-lactones
✍ Sudhir T. Patil; Anil V. Karnik 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 English ⚖ 130 KB

## Abstract Preparation of chiral γ‐substituted‐γ‐lactones (**1**) through kinetic resolution is described. (__S__)‐(–)‐1‐Phenylethylamine (**2**) in the presence of anhydrous AlCl~3~ shows satisfactory levels of enantioselection in reaction with racemic γ‐substituted‐γ‐lactones **1,** where (__R__