AI Article Synopsis
- The study focuses on an asymmetric cyclization reaction that utilizes a specific catalyst, Cinchona squaramide, to combine azadienes and azlactones.
- This reaction successfully produces benzofuran-fused six-membered heterocycles that include a highly specific α,α-disubstituted amino acid unit with notable selectivity, achieving a diastereomeric ratio greater than 20:1 and enantioselectivity up to 99%.
- The results show good to excellent yields, reaching up to 92%, and the authors also propose a plausible pathway to explain the mechanism of this reaction.
Article Abstract
An asymmetric cyclization reaction of azadienes and azlactones was investigated by employing a Cinchona squaramide catalyst, which could afford a series of benzofuran-fused six-membered heterocycles containing a α,α-disubstituted amino acid unit in a highly diastereoselective (>20:1 dr) and enantioselective (up to 99% ee) manner with good to excellent yields (up to 92%). A plausible pathway was proposed to explain the reaction process.
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| http://dx.doi.org/10.1021/acs.joc.9b00911 | DOI Listing |
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Article Synopsis
- The study focuses on an asymmetric cyclization reaction that utilizes a specific catalyst, Cinchona squaramide, to combine azadienes and azlactones.
- This reaction successfully produces benzofuran-fused six-membered heterocycles that include a highly specific α,α-disubstituted amino acid unit with notable selectivity, achieving a diastereomeric ratio greater than 20:1 and enantioselectivity up to 99%.
- The results show good to excellent yields, reaching up to 92%, and the authors also propose a plausible pathway to explain the mechanism of this reaction.
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