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Substituent effects on the amination of racemic allyl carbonates using commercially available chiral rhodium catalysts

Authors :
Derek Vrieze
Brian Samas
Chase Hulderman
Philip Homan
Ronald L. Blankespoor
Kurt M. Van Allsburg
Timothy L. Atallah
Source :
Tetrahedron Letters. 54:5795-5798
Publication Year :
2013
Publisher :
Elsevier BV, 2013.

Abstract

In the presence of commercially available chiral rhodium catalysts, a competitive benzylamination of racemic allyl carbonates, substituted with p-X-Ph groups, shows that the reaction proceeds faster with substituents (X) that are more electron-withdrawing. Mechanistic implications of these results are discussed.

Details

ISSN :
00404039
Volume :
54
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........16e96db7187281688f54fc7137e3002f