| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5281103 | Tetrahedron Letters | 2007 | 5 Pages |
Abstract
A mild and efficient protocol for the Pictet-Spengler reaction in water using an acid catalyst has been described. The condensation of tryptophan, tryptamine, and Nb-benzyl tryptophan with different aldehydes having both electron-withdrawing and -donating substituents in the presence of a catalytic amount of TFA in water furnished tetrahydro-β-carbolines in good isolated yields. A salient feature of the water mediated Pictet-Spengler reaction was the general trend observed during the condensation of Trp-OMe and aryl/aliphatic aldehydes furnishing diastereomeric mixtures with a preference for the cis-isomer.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Biswajit Saha, Sunil Sharma, Devesh Sawant, Bijoy Kundu,