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http://nopr.niscpr.res.in/handle/123456789/6779| Title: | Diastereoselective synthesis of 1,3-disubstituted 1,2,3,4 tetrahydro- -carbolines using Pictet-Spengler reaction in non-acidic aprotic media |
| Authors: | Sharma, S D Bhaduri, Susmita Kaur, Gurpreet |
| Keywords: | Pictet-Spengler reaction;-carbolines;diastereoselection;asymmetric synthesis;enantiopure |
| Issue Date: | Dec-2006 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.8 C07D |
| Abstract: | L-Tryptophan methyl ester hydrochloride 2 undergoes Pictet-Spengler reaction with aromatic aldehydes in non-acidic aprotic media to furnish tetrahydro--carbolines. The reaction proceeds in good yield and excellent diastereoselectivity giving cis isomers 4a-c and 6a as the major product. Use of an optically active aldehyde 10 for this reaction yields enantiopure cis-1,3-disubstituted 1,2,3,4-tetrahydro--carboline 11. |
| Page(s): | 2710-2715 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Appears in Collections: | IJC-B Vol.45B(12) December 2006] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 45B(12) 2710-2715.pdf | 56.37 kB | Adobe PDF | View/Open |
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