期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 10, 期 4, 页码 1042-1045出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200305486
关键词
cerium catalysis; dicarbonyl compounds; kinetic resolution; lipase; structure elucidation
A direct route to enantiomerically pure (-)-kjellmanianone is reported. The synthesis involves a cerium-catalyzed alpha-hydroxylation and an enzyme-catalyzed procedure to resolve tertiary alcohols at key stages. The intermediate beta-oxo ester was alpha-hydroxylated to give good yields of racemic kjellmanianone. The resolution of the racemic material was achieved by enzymatic saponification, followed by a chemical decarboxylation sequence to give enantiopure (-)-kjellmanianone with 99% ee. Bromination then afforded the (-)-bromo derivative, whose X-ray structure provided evidence for the R configuration of (-)-kjellmanianone.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据