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Chemistry of andrographolide: formation of novel di-spiropyrrolidino and di-spiropyrrolizidino-oxindole adducts via one-pot three-component [3+2] azomethine ylide cycloaddition
A. Hazra, , K.B. Sahu, S. Naskar, P. Saha, R. Paira, S. Mondal, A. Maity, P. Luger, M. WeberShow More
Published in
2010
Volume: 51
   
Issue: 12
Pages: 1585 - 1588
Abstract
A facile synthesis of novel di-spiro compounds has been achieved via 1,3-dipolar cycloaddition of azomethine ylides generated in situ from isatin derivatives and sarcosine to the conjugated double bond of andrographolide. When the amino acid was changed from sarcosine to l-proline, the product formation took a different course as determined by 2D NMR and X-ray crystallographic analysis. © 2010 Elsevier Ltd. All rights reserved.
About the journal
JournalTetrahedron Letters
ISSN00404039