Organocatalytic Michael鈥揔noevenagel鈥揌etero-Diels鈥揂lder Reactions: An Efficient Asymmetric One-Pot Strategy to Isochromene Pyrimidinedione Derivatives
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- 作者：Bor-Cherng Hong ; Nitin S. Dange ; Chun-Feng Ding ; Ju-Hsiou Liao
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：January 20, 2012
- 年：2012
- 卷：14
- 期：2
- 页码：448-451
- 全文大小：335K
- 年卷期：v.14,no.2(January 20, 2012)
- ISSN：1523-7052
文摘
Synthesis of isochromene pyrimidinedione derivatives having five stereocenters has been achieved by a one-pot Michael鈥揔noevenagel condensation鈥搃nverse-electron-demand hetero-Diels鈥揂lder reaction of 伪, 尾-unsaturated aldehydes, olefinic nitroalkanes, and 1,3-dimethylbarbituric acid via a one-pot strategy with excellent diastereo- and enantioselectivities (up to 99% ee). The structures and absolute configurations of the products were confirmed by X-ray analysis.