手性螺吡咯烷有机催化剂的催化不对称串联反应：高效构建氢化菲啶衍生物。
Catalytic Asymmetric Cascade Using Spiro-Pyrrolidine Organocatalyst: Efficient Construction of Hydrophenanthridine Derivatives.
机构信息
School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University , Shanghai 200240, China.
State Key Laboratory of Applied Organic Chemistry, School of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, China.
出版信息
Org Lett. 2017 Dec 15;19(24):6618-6621. doi: 10.1021/acs.orglett.7b03330. Epub 2017 Nov 28.
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. The trans- or cis-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.
一种新开发的 SPD（螺吡咯烷）有机催化剂已被证明能够实现不对称的氮杂迈克尔加成/迈克尔加成/Aldol 环化级联反应，其中两个六元环（B/C）和三个手性中心在催化一步法中构建。这是迄今为止构建具有高对映选择性的氢化菲啶衍生物的最有效方法。顺式或反式稠合的 B/C-环可以以底物控制的方式选择性地组装。此外，该级联反应可以放大到克级规模，而对映选择性不会损失。
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