Synthesis of Bis-pyrrolizidine-Fused Dispiro-oxindole Analogues of Curcumin via One-Pot Azomethine Ylide Cycloaddition: Experimental and Computational Approach toward Regio- and Diastereoselection
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- 作者：Yogesh P. Bharitkar ; Mohua Das ; Neha Kumari ; M. Padma Kumari ; Abhijit Hazra ; Sagar S. Bhayye ; Ramalingam Natarajan ; Siddharth Shah ; Sourav Chatterjee ; Nirup B. Mondal
- 刊名：Organic Letters
- 出版年：2015
- 出版时间：September 18, 2015
- 年：2015
- 卷：17
- 期：18
- 页码：4440-4443
- 全文大小：342K
- ISSN：1523-7052
文摘
Curcumin has been transformed to racemic curcuminoids via an azomethine ylide cycloaddition reaction using isatin/acenaphthoquinone and proline as the reagents. The products were characterized by extensive 1D/2D NMR analysis and single-crystal X-ray crystallographic studies. The enantiomers of one racemic product were separated by HPLC on a Chiralcel OD-H column and were indeed confirmed by the CD spectra of the separated enantiomers.