Chiral Resolution of Racemic 2-Pyrone Diels-Alder Cycloadduct by Diastereomeric Salt Formation

Jeon, Tae-Hong; Kang, Hyung-Joon; Svirid, Anastasia; Lyakhov, Alexander; Kovalenko, Vitaly; Cho, Cheon-Gyu

doi:10.1002/bkcs.11838

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Chiral Resolution of Racemic 2-Pyrone Diels-Alder Cycloadduct by Diastereomeric Salt Formation

Jeon, Tae-Hong;
Kang, Hyung-Joon;
Svirid, Anastasia;
Lyakhov, Alexander;
Kovalenko, Vitaly;
... Cho, Cheon-Gyu

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5

초록

An efficient protocol was developed that allows resolution of racemic bicyclolactone carboxylic acid obtained from the Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone by formation of diastereomeric salts with quinidine and cinchonidine.

키워드

3,5-dibromo-2-pyrone; Diels-Alder reaction; Chiral resolution; Diastereomeric salt; ASYMMETRIC CYCLOADDITION; REGIOSELECTIVE SYNTHESIS; OPTICAL RESOLUTION; 3,5-DIBROMO-2-PYRONE; ACID; ARYL; (+/-)-TRANS-DIHYDRONARCICLASINE; (+/-)-CRININE; ALKYLATION; COUPLINGS

제목: Chiral Resolution of Racemic 2-Pyrone Diels-Alder Cycloadduct by Diastereomeric Salt Formation

저자: Jeon, Tae-Hong; Kang, Hyung-Joon; Svirid, Anastasia; Lyakhov, Alexander; Kovalenko, Vitaly; Cho, Cheon-Gyu

DOI: 10.1002/bkcs.11838

발행일: 2019-09

유형: Article

저널명: Bulletin of the Korean Chemical Society

권: 40

호: 9

페이지: 910 ~ 913