Document Detail


Diastereoselective Hartwig-Buchwald reaction of chiral amines with rac-[2.2]paracyclophane derivatives.
MedLine Citation:
PMID:  16163766     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
A Hartwig-Buchwald addition of a variety of chiral amines to rac-4-bromo-[2.2]paracyclophane and rac-trifluoromethanesulfonic acid (4-[2.2]paracyclophane) ester was performed with high diastereoselectivities. Kinetic racemic resolution of the starting materials was achieved, providing a rapid access to enantiomerically enriched 4-bromo-[2.2]paracyclophane and the corresponding enantiomerically pure [2.2]paracyclophane amines. Additionally, the first reaction of a secondary amine with a [2.2]paracyclophane halide was achieved.
Authors:
Michael Kreis; Christian J Friedmann; Stefan Br?se
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  11     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2005 Dec 
Date Detail:
Created Date:  2005-12-14     Completed Date:  2006-11-21     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  7387-94     Citation Subset:  -    
Affiliation:
Institut f?r Organische Chemie, Universit?t Karlsruhe TH, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany.
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