scholarly journals Ring-opening Reactions of Cyclic Ethers. VIII. Acid-catalyzed Ring-opening Reactions of Isobutylene Oxide in Alcohols

1970 ◽  
Vol 43 (8) ◽  
pp. 2523-2526 ◽  
Author(s):  
Shizen Sekiguchi ◽  
Kohji Matsui ◽  
Yoshihiro Yasuraoka
Keyword(s):  
Ring Opening ◽  
Cyclic Ethers ◽  
Ring Opening Reactions ◽  
Acid Catalyzed

scholarly journals Acid Catalyzed Ring Opening Reactions of 6-Deoxy-9-deoxo-9a-aza-9a-homoerythromycin A 6,9-Cyclic Imino Ether.

1998 ◽  
Vol 51 (9) ◽  
pp. 893-896 ◽  
Author(s):  
GORJANA LAZAREVSKI ◽  
GABRIJELA KOBREHEL ◽  
AMALIJA NARANDA ◽  
ZRINKA BANIC-TOMIŠIC ◽  
BISERKA METELKO
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions ◽  
Acid Catalyzed

scholarly journals SnCl4-catalyzed Solvent-free Acetolysis of 2,7-Anhydrosialic Acid Derivatives

2019 ◽  
Author(s):  
Kesatebrhan Haile Asressu ◽  
Cheng-Chung Wang
Keyword(s):  
Sialic Acid ◽  
Lewis Acids ◽  
Ring Opening ◽  
Building Blocks ◽  
Solvent Free ◽  
Biologically Active ◽  
Protecting Group ◽  
Free Ring ◽  
Ring Opening Reactions ◽  
Acid Catalyzed

Sialic acid-containing glycans are found in different sialic acid forms and a variety of glycosidic linkages in biologically active glycoconjugates. Hence, the preparation of suitably protected sialyl building blocks requires high attention in order to access glycans in pure form. In this line, various C-5 substituted 2,7-anhydrosialic acid derivatives bearing both electron donating and withdrawing protecting groups were synthesized and subjected to different Lewis acid-catalyzed solvent free ring opening reactions at room temperature in the presence of acetic anhydride. Among the various Lewis acids tested, the desired acetolysized products were obtained in moderate yields under a tin(IV) chloride catalysis system. Our methodology can be extended to regioselective protecting group installation and manipulation towards a number of thiosialoside and halide donors.

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