Diphenylprolinol Silyl Ether Catalysis in an Asymmetric Formal Carbo [3+3] Cycloaddition Reaction via a Domino Michael/Knoevenagel Condensation

Diphenylprolinol Silyl Ether Catalysis in an Asymmetric Formal Carbo [3+3] Cycloaddition Reaction via a Domino Michael/Knoevenagel Condensation
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DOI:
10.1021/ol802330h
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发表时间:
2009-01-01
期刊:
影响因子:
5.2
通讯作者:
Ishikawa, Hayato
Ishikawa, Hayato
中科院分区:
化学1区
文献类型:
--
作者:
Hayashi, Yujiro;Toyoshima, Maya;Ishikawa, Hayato

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二苯基脯氨醇硅醚催化α,β-不饱和醛与3-氧代戊二酸二甲酯通过Michael反应进行多米诺反应,然后进行Knoevenagel缩合反应,得到具有良好对映选择性的取代环己烯酮衍生物.
Diphenylprolinol silyl ether was found to catalyze the formal carbo [3 + 3] cycloaddition reaction through the domino reaction via the Michael reaction, followed by Knoevenagel condensation of the alpha,beta-unsaturated aldehyde and dimethyl 3-oxopentanedioate, affording substituted cyclohexenone derivatives with excellent enantioselectivity.