Catalytic Asymmetric Cascade Using Spiro-Pyrrolidine Organocatalyst: Efficient Construction of Hydrophenanthridine Derivatives
Catalytic Asymmetric Cascade Using Spiro-Pyrrolidine Organocatalyst: Efficient Construction of Hydrophenanthridine Derivatives
复制标题
使用螺吡咯烷有机催化剂的催化不对称级联：高效构建氢菲啶衍生物
DOI：
10.1021/acs.orglett.7b03330
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发表时间：
2017
期刊：
影响因子：
5.2
通讯作者：
Tu Yong-Qiang
中科院分区：
文献类型：
--
作者：
Tian Jin-Miao;Yuan Yong-Hai;Xie Yu-Yang;Zhang Shu-Yu;Ma Wen-Qiang;Zhang Fu-Min;Wang Shao-Hua;Zhang Xiao-Ming;Tu Yong-Qiang
一种新开发的SPD（spiro-pyrrolidine）有机催化剂已被证明能够实现不对称的氮杂Michael/Michael/aldol环化级联反应，其中两个六元环（B/C）和三个立体中心已在催化一步过程中构建。这是迄今为止合成具有高对映选择性的氢化菲啶衍生物的最有效的方法。反式或顺式稠合的B/C环可以以底物控制的方式选择性组装。此外，该级联可以放大到克级而不损失对映选择性。
A newly developed SPD (spiro-pyrrolidine) organocatalyst has been demonstrated to enable an asymmetric aza-Michael/Michael/aldol cyclization cascade, in which two six-membered rings (B/C) and three stereocenters have been constructed in a catalytic one-step process. It is so far the most efficient method for construction of hydrophenanthridine derivatives featuring high enantioselectivity. Thetrans- orcis-fused B/C-rings can be selectively assembled in a substrate-controlled manner. Moreover, this cascade could magnify to gram scale without loss of enanioselectivity.