Catalytic Asymmetric 6π Electrocyclization: Enantioselective Synthesis of Functionalized Indolines
Catalytic Asymmetric 6π Electrocyclization: Enantioselective Synthesis of Functionalized Indolines
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DOI：
10.1002/anie.200905169
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发表时间：
2009-01-01
影响因子：
16.6
通讯作者：
Smith, Martin D.
中科院分区：
文献类型：
--
作者：
Maciver, Eleanor E.;Thompson, Sam;Smith, Martin D.
如何闭合环：一种催化不对称6π电环化的方法导致了一个高度对映选择性的过程，被用于手性吲哚的合成（见图）。在相转移条件下，n -芳基亚胺在n -苄基氯化银的存在下产生离域的2-叠氮-戊二烯基阴离子体系，其环化率高达99%，ee达98%。©2009 Wiley-VCH Verlag GmbH and Co. KGaA。
(figure represented) How to close a ring: An approach to catalytic asymmetric 6π electrocyclization leads to a highly enantioselective process that was used in the synthesis of chiral indolines (see scheme). Treatment of N-aryl imines under phase transfer conditions in the presence of N-benzyl cinchonidinium chloride generates a delocalized 2-aza-pentadienyl anion system that cyclizes in up to 99% yield and 98% ee. © 2009 Wiley-VCH Verlag GmbH and Co. KGaA.