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Highly regioselective ring-opening of α- substituted cyclic acid anhydrides catalyzed by lipase

✍ Scribed by Jun Hiratake; Kazuyoshi Yamamoto; Yukio Yamamoto; Jun'ichi Oda

Book ID
104229669
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
169 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Lipase Amano P irreversibly catalyzed a ring-opening of a-substituted cyclic acid anhydrides 1 preferentially at the less hindered carbonyl goup to give monoesters with high regioselectivity.

📜 SIMILAR VOLUMES

Asymmetric ring opening of cyclic acid a
Asymmetric ring opening of cyclic acid anhydrides with lipase in organic solvents
✍ Kazuyoshi Yamamoto; Takaaki Nishioka; Jun'ichi Oda; Yukio Yamamoto 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 268 KB

A lipase (Amano P) catalyzed the asymmetric ring opening of 3-substituted glutaric anhydride with l-butanol to afford the E half esters having 60-91%ee. Asymmetric synthesis and kinetically resolution with enzymes has been well appreciated as an efficient strategy to prepare optically active comp0u

Ring opening of cyclic ethers by sulfuri
Ring opening of cyclic ethers by sulfuric acid - acetic anhydride
✍ Yasuhiro Tanoue; Moritsugu Hamada; Norihisa Kai; Takeshi Nagai; Kazunori Sakata; 📂 Article 📅 2000 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 202 KB

## Abstract Cyclic ethers such as tetrahydrofuran or tetrahydropyran were easily cleaved at room temperature by sulfuric acid ‐ acetic anhydride providing the corresponding diacetoxyalkanes in good yield. The ring opening was applicable to saturated cyclic ethers, regardless of the presence of subs