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School of Chemistry and Chemical Engineering, Queen's University Belfast, David Keir Building, Stranmillis Road, Belfast BT9 5AG, United Kingdom
E-mail: k.tchabanenko@qub.ac.uk
Org. Biomol. Chem., 2012,10, 4215-4219
DOI:
10.1039/C2OB07007C
Received
29 Nov 2011,
Accepted
19 Mar 2012
First published online
19 Mar 2012
Chiral enamides 5f–i were found to react with pyrylium ylides to give cycloadducts 6d–i in good yields with an excellent level of stereoselectivity. The chiral auxiliary was successfully removed on hydrogenolysis of compound 6f in continuous flow (H-Cube) resulting in the first asymmetric synthesis of complex amine 8.
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Organic & Biomolecular Chemistry
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