Catalytic enantioselective synthesis of flavanones and chromanones
Catalytic enantioselective synthesis of flavanones and chromanones
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DOI：
10.1021/ja070394v
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发表时间：
2007-04-04
影响因子：
15
通讯作者：
Scheidt, Karl A.
中科院分区：
文献类型：
--
作者：
Biddle, Margaret M.;Lin, Michael;Scheidt, Karl A.
介绍了黄烷酮和色满酮的对映选择性合成。双功能硫脲催化剂促进不对称氧代共轭加成到β-酮酯亚烷基上，对于芳基和烷基底物具有优异的对映选择性（80- 94%ee）。β-酮酯的脱羧在一锅法中顺利进行，得到对映体富集的黄烷酮和色满酮。
The enantioselective synthesis of flavanones and chromanones is described. Bifunctional thiourea catalysts promote an asymmetric oxo-conjugate addition to a beta-ketoester alkylidene in high yields with excellent enantioselectivity (80-94% ee) for aryl and alkyl substrates. Decarboxylation of the beta-ketoester proceeds smoothly in a one-pot procedure to afford the enantioenriched flavanones and chromanones.