有机催化法合成多取代的哌啶和四氢吡喃。
Organocatalytic approach to polysubstituted piperidines and tetrahydropyrans.
机构信息
Department of Chemistry, Fudan University, Shanghai 200433, China.
出版信息
Org Lett. 2011 Apr 1;13(7):1602-5. doi: 10.1021/ol200004s. Epub 2011 Mar 1.
PMID:21361355
Abstract
Polysubstituted piperidines and tetrahydropyrans are synthesized from aldehydes and two classes of trisubstituted nitroolefins via an O-TMS protected diphenylprolinol catalyzed domino Michael addition/aminalization (or acetalization) process. This approach allows formation of four contiguous stereocenters in the piperidine or tetrahydropyran ring in one step with excellent enantioselectivity.
摘要
多取代的哌啶和四氢吡喃可以通过 O-TMS 保护的二苯脯氨醇催化的串联迈克尔加成/亚胺化（或缩醛化）过程，由醛和两类三取代硝基烯烃合成得到。这种方法可以在一步中以优异的对映选择性形成哌啶或四氢吡喃环中的四个连续的立体中心。
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