Enantio- and diastereoselective cyclopropanation with tert-butyl α-diazopropionate catalyzed by dirhodium(II) tetrakis[N-tetrabromophthaloyl-(S)-tert-leucinate]
Enantio- and diastereoselective cyclopropanation with tert-butyl α-diazopropionate catalyzed by dirhodium(II) tetrakis[N-tetrabromophthaloyl-(S)-tert-leucinate]
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DOI：
10.1016/j.tetlet.2011.06.008
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发表时间：
2011-08-10
影响因子：
1.8
通讯作者：
Hashimoto, Shunichi
中科院分区：
文献类型：
--
作者：
Goto, Takayuki;Takeda, Koji;Hashimoto, Shunichi
第一个成功的例子，催化不对称环丙烷与α-重氮丙酸酯的描述。在四[N-四溴邻苯二甲酰基-（S）-叔亮氨酸]铑（Rh-2（S-TBPTTL）（4）的催化下，1-芳基取代的共轭烯烃和相关共轭烯烃与（α-重氮基丙酸叔丁酯）的环丙烷化反应得以实现，以良好至高产率和高的非对映体和对映体选择性（反：顺= 90：10至>99：1，81- 93%ee）提供相应的含有四元立体中心的环丙烷产物。(C)2011爱思唯尔有限公司版权所有。
The first successful example of a catalytic asymmetric cyclopropanation with alpha-diazopropionates is described. The cyclopropanation reaction of 1-aryl-substituted and related conjugated alkenes with tert-butyl (alpha-diazopropionate has been achieved by catalysis with dirhodium(II) tetrakis[N-tetrabromophthaloyl-(S)-tert-leucinate], Rh-2(S-TBPTTL)(4), providing the corresponding cyclopropane products containing a quarternary stereogenic center in good to high yields and with high diastereo- and enantioselectivities (trans:cis = 90:10 to >99:1, 81-93% ee). (C) 2011 Elsevier Ltd. All rights reserved.