These authors contributed equally to this work.
Enantioselective Palladium-Catalyzed Decarboxylative Allylation of Carbazolones: Total Synthesis of (−)-Aspidospermidine and (+)-Kopsihainanine A†
Article first published online: 8 MAR 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 15, pages 4117–4121, April 8, 2013
How to Cite
Li, Z., Zhang, S., Wu, S., Shen, X., Zou, L., Wang, F., Li, X., Peng, F., Zhang, H. and Shao, Z. (2013), Enantioselective Palladium-Catalyzed Decarboxylative Allylation of Carbazolones: Total Synthesis of (−)-Aspidospermidine and (+)-Kopsihainanine A . Angew. Chem. Int. Ed., 52: 4117–4121. doi: 10.1002/anie.201209878
We gratefully acknowledge financial support from the NSFC (20962023, 21162034, 20832005), the Program for New Century Excellent Talents in University (NCET-10-0907), and Yunnan government (2012FB114). We sincerely thank Prof. Yong Tang and Shuli You at Shanghai Institute of Organic Chemistry, CAS, and Prof. Yonggui Zhou at Dalian Institute of Chemical Physics, CAS, for valuable discussions. We also thank Prof. Kun Gao at Lanzhou University for providing us with the spectrum of the natural sample of kopsihainanine A.
- Issue published online: 3 APR 2013
- Article first published online: 8 MAR 2013
- Manuscript Received: 11 DEC 2012
- NSFC. Grant Numbers: 20962023, 21162034, 20832005
- Program for New Century Excellent Talents in University. Grant Number: NCET-10-0907
- Yunnan government. Grant Number: 2012FB114
- asymmetric catalysis;
- total synthesis;
- kopsihainanine A;
- natural products
Functionalized chiral carbazolones with α-quaternary carbon centers are formed through the ligand-controlled Pd-catalyzed enantioselective decarboxylative allylic alkylation of carbazolones (see scheme). This catalytic asymmetric reaction was employed as the key step in the total synthesis of aspidospermidine and (+)-kopsihainanine A.