This work was supported financially by the NSFC (No. 21172170 and 21225208).
Hydrogen-Bond-Directed Enantioselective Decarboxylative Mannich Reaction of β-Ketoacids with Ketimines: Application to the Synthesis of Anti-HIV Drug DPC 083†
Article first published online: 4 MAR 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 14, pages 3869–3873, April 2, 2013
How to Cite
Yuan, H.-N., Wang, S., Nie, J., Meng, W., Yao, Q. and Ma, J.-A. (2013), Hydrogen-Bond-Directed Enantioselective Decarboxylative Mannich Reaction of β-Ketoacids with Ketimines: Application to the Synthesis of Anti-HIV Drug DPC 083 . Angew. Chem. Int. Ed., 52: 3869–3873. doi: 10.1002/anie.201210361
- Issue published online: 26 MAR 2013
- Article first published online: 4 MAR 2013
- Manuscript Received: 30 DEC 2012
- NSFC. Grant Numbers: 21172170, 21225208
- synthetic methodology
Key to success: The title reaction provides facile access to enantioenriched 3,4-dihydroquinazolin-2(1H)-ones containing a quaternary stereogenic center in high yields with excellent enantioselectivities. Subsequent transformations lead to the convenient preparation of the anti-HIV drug DPC 083 and N-fused polycyclic compounds without loss of enantiomeric excess.