Stereoselective access to heteroarylmethylene-substituted pyrrolidines: fully organocatalytic Mannich-hydroamination reactions

被引：15
|
作者：
Jean, Alexandre [1 ,2 ,3 ,4 ]
Blanchet, Jerome [1 ]
Rouden, Jacques [1 ]
Maddaluno, Jacques [2 ,3 ,4 ]
De Paolis, Michael [2 ,3 ,4 ]
机构：
[1] Univ Caen, ENSICAEN, Lab Chim Mol & Thioorgan, CNRS UMR, F-14050 Caen, France
[2] Univ Mt St Aignan, CNRS, UMR 6014, Lab Fonct Azotees & Oxygenees Complexes IRCOF, Mont St Aignan, France
[3] Univ Mt St Aignan, FR 3038, Mont St Aignan, France
[4] INSA Rouen, Mont St Aignan, France
来源：
CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 16期
关键词：
ASYMMETRIC-SYNTHESIS; 3+2 CYCLOADDITION; CYCLIZATION; DERIVATIVES; AMINO; ACID; INHIBITORS; ALKENES;
D O I：
10.1039/c2cc38954a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A one-pot sequence of organocatalytic transformations delivers heteroarylmethylene-substituted pyrrolidines with high stereo- and enantioselectivity. A Mannich coupling of N-heteroarylalkyne aldehydes with aldimine and an original metal-free hydroamination of the resulting adducts are the key transformations of the process delivering highly functionalized molecules with high potential for synthetic applications.
引用
收藏
页码：1651 / 1653
页数：3
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