Asymmetric C-H insertion of Rh(II) stabilized carbenoids into acetals: A C-H activation protocol as a Claisen condensation equivalent
Asymmetric C-H insertion of Rh(II) stabilized carbenoids into acetals: A C-H activation protocol as a Claisen condensation equivalent
复制标题
DOI：
10.1016/j.jorganchem.2005.08.026
复制
发表时间：
2005-12-01
影响因子：
2.3
通讯作者：
Nikolai, J
中科院分区：
文献类型：
--
作者：
Davies, HML;Yang, J;Nikolai, J
四脯氨酸二铑，Rh-2（S-DOSP）（4）是对映体选择性C-H活化方案中的有效催化剂。Rh-2（S-DOSP）（4）催化芳基重氮乙酸酯或乙烯基重氮乙酸酯的分解，生成瞬态铑类卡宾中间体。这些中间体能够选择性地插入到缩醛的C-H键中。所得产物是受保护的β-酮基酯，因此C-H活化方案可以被认为在策略上等同于克莱森缩合。(c)2005 Elsevier B. V.保留所有权利。
The dirhodium tetraprolinate, Rh-2(S-DOSP)(4) is an efficient catalyst in an enantio selective C-H activation protocol. Rh-2(S-DOSP)(4) catalyzed decomposition of aryldiazoacetates or vinyldiazoacetates results in the formation of transient rhodium carbenoid intermediates. These inter-mediates are capable of selectively inserting into the C-H bond of acetals. The resulting products are protected P-keto esters, and so the C-H activation protocol can be considered as strategically equivalent to the Claisen condensation. (c) 2005 Elsevier B.V. All rights reserved.