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|Title:||Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines|
|Citation:||Li, W., Jia, Q., Du, Z., Zhang, K., Wang, J. (2014-04-14). Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines. Chemistry - A European Journal 20 (16) : 4559-4562. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.201400333|
|Abstract:||Amine-catalyzed enantioselective 1,3-dipolar cycloadditions of aldehydes to C,N-cyclic azomethine imines were developed. The reactions between diversely substituted C,N-cyclic azomethine imines and aldehydes proceeded smoothly in the presence of chiral prolinol silyl ether catalyst and gave the C-1-substituted tetrahydroisoquinolines in a highly stereoselective manner. These tetrahydroisoquinolines could be efficiently transformed to several other useful polycyclic frameworks. Go cyclo! An efficient asymmetric 1,3-dipolar cycloaddition reaction catalyzed by a chiral prolinol silyl ether catalyst has been developed (see scheme). Removal of the benzamide group of the intermediates furnished the desired chiral C-1-substituted tetrahydroisoquinolines in high yields with excellent stereoselectivities. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.|
|Source Title:||Chemistry - A European Journal|
|Appears in Collections:||Staff Publications|
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