Ru-Catalyzed Chemoselective Olefin Migration Reaction of Cyclic Allylic Acetals to Enol Acetals
| Autor: | Kyeongdeok Seo, Young Ho Rhee, Ye ji Kim |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Olefin fiber Allylic rearrangement 010405 organic chemistry Organic Chemistry Acetal Glycoside 010402 general chemistry 01 natural sciences Biochemistry Enol Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Moiety Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 20:979-982 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.7b03900 |
| Popis: | A Ru-catalyzed olefin migration reaction of chiral cyclic allylic acetal is reported. The reaction generates cyclic enol acetal in a highly chemoselective manner. A variety of O,O- and N,O-acetals participated in the reaction with conservation of the stereochemical integrity of the acetal moiety. The utility of the reaction was demonstrated by the short and protective group-free syntheses of (L)-deoxyribonucleoside and β-amicetose glycoside. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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