Enantioselective cycloaddition of carbonyl ylides with arylallenes using Rh2(S-TCPTTL)4.
Enantioselective cycloaddition of carbonyl ylides with arylallenes using Rh2(S-TCPTTL)4.
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DOI：
10.1039/c3ob41236a
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发表时间：
2013-07
影响因子：
3.2
通讯作者：
J. Krishnamurthi;H. Nambu;K. Takeda;M. Anada;A. Yamano;S. Hashimoto*
中科院分区：
文献类型：
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作者：
J. Krishnamurthi;H. Nambu;K. Takeda;M. Anada;A. Yamano;S. Hashimoto*
首次报道了羰基叶立德与芳基联烯的催化不对称环加成反应。在四[N-四氯邻苯二甲酰-（S）-叔亮氨酸]铑（Rh 2（S-TCPTTL）4）存在下，重氮酮酯衍生的羰基叶立德与芳基联烯的环加成反应以完全化学选择性和区域选择性的方式进行，得到高度官能化的8-氧杂双环[3.2.1]辛烷，其ee值高达99%，且具有完美的外消旋非对映选择性。
The first catalytic asymmetric carbonyl ylide cycloaddition with arylallenes is described. With dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate], Rh2(S-TCPTTL)4, the cycloaddition of carbonyl ylides derived from diazoketoesters with arylallenes proceeded in a fully chemo- and regioselective manner to give highly functionalized 8-oxabicyclo[3.2.1]octanes with up to 99% ee and perfect exo diastereoselectivity.