Synthesis of Bis-pyrrolizidine-Fused Dispiro-oxindole Analogues of Curcumin via One-Pot Azomethine Ylide Cycloaddition: Experimental and Computational Approach toward Regio- and Diastereoselection
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
View Archive Info| Field | Value | |
| Title |
Synthesis of Bis-pyrrolizidine-Fused Dispiro-oxindole Analogues of Curcumin via One-Pot Azomethine Ylide Cycloaddition: Experimental and Computational Approach toward Regio- and Diastereoselection
|
|
| Creator |
Bharitkar, Yogesh P
Das, Mohua Kumari, Neha Kumari, M. Padma Hazra, Abhijit Bhayye, Sagar S Natarajan, Ramalingam Shah, Siddharth Chatterjee, Sourav Mondal, Nirup B |
|
| Subject |
Chemistry
|
|
| Description |
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.
|
|
| Publisher |
American Chemical Society
|
|
| Date |
2015
|
|
| Type |
Article
PeerReviewed |
|
| Format |
application/pdf
|
|
| Identifier |
http://www.eprints.iicb.res.in/2359/1/ORGANIC_LETTERS__V._17_(_18_)__4440%2D4443;2015.pdf
Bharitkar, Yogesh P and Das, Mohua and Kumari, Neha and Kumari, M. Padma and Hazra, Abhijit and Bhayye, Sagar S and Natarajan, Ramalingam and Shah, Siddharth and Chatterjee, Sourav and Mondal, Nirup B (2015) Synthesis of Bis-pyrrolizidine-Fused Dispiro-oxindole Analogues of Curcumin via One-Pot Azomethine Ylide Cycloaddition: Experimental and Computational Approach toward Regio- and Diastereoselection. Organic Letters, 17 (18). pp. 4440-4443. |
|
| Relation |
http://dx.doi.org/DOI: 10.1021/acs.orglett.5b02085
http://www.eprints.iicb.res.in/2359/ |
|