在三甲基氯硅烷存在下，通过铑催化芳基锌试剂的1,4-加成反应不对称合成2-芳基-2,3-二氢-4-喹诺酮。
Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane.
作者信息
Shintani Ryo, Yamagami Takafumi, Kimura Takahiro, Hayashi Tamio
机构信息
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
出版信息
Org Lett. 2005 Nov 10;7(23):5317-9. doi: 10.1021/ol052257d.
PMID:16268567
Abstract
[reaction: see text] The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enantioselectivity by the use of (R)-binap as a ligand, and high yields are realized by conducting the reactions in the presence of chlorotrimethylsilane.
摘要
[反应：见正文] 通过铑催化芳基锌试剂对4-喹诺酮的1,4-加成反应，首次实现了2-芳基-2,3-二氢-4-喹诺酮的催化不对称合成。使用(R)-联萘二苯基膦作为配体，这些1,4-加合物能够以高对映选择性获得，并且通过在三甲基氯硅烷存在下进行反应可实现高产率。
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