Asymmetric Amplification Coupling Enantioselective Autocatalysis and Asymmetric Induction for Alkylation of Azaaryl Aldehydes
Asymmetric Amplification Coupling Enantioselective Autocatalysis and Asymmetric Induction for Alkylation of Azaaryl Aldehydes
复制标题
氮杂芳醛烷基化的不对称扩增偶联对映选择性自催化和不对称诱导
DOI：
10.1002/ejoc.201500508
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发表时间：
2015
影响因子：
2.8
通讯作者：
M. Amedjkouh
中科院分区：
文献类型：
--
作者：
C. Romagnoli;Bora Sieng;M. Amedjkouh
在此，我们描述了一个化学系统相结合的不对称放大Soai的自催化剂旁边的催化加成Zn（iPr）2氮杂芳基醛。因此，Soai自催化剂原位从11%ee放大到> 98%ee，并伴随催化吡啶醛的烷基化以提供高达99%ee的烷醇。此外，对于在整个反应中产生的两种化合物，在一个循环中观察到ee的异常放大，这可能是由于反应网络中的相互作用耦合对映选择性自催化和不对称诱导。
Herein, we describe a chemical system combining asymmetric amplification of Soai's autocatalyst alongside a catalytic addition of Zn(iPr)2 to azaaryl aldehydes. Thus, Soai autocatalyst is amplified in situ from 11 to > 98 % ee and concomitantly catalyzes the alkylation of pyridine aldehydes to provide alkanols with up to 99 % ee. Also, exceptional amplifications of ee in one cycle are observed for both compounds produced throughout the reaction, probably as a result of interactions in a reaction network coupling enantioselective autocatalysis and asymmetric induction.