| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5226718 | Tetrahedron | 2008 | 9 Pages |
Abstract
The Pictet-Spengler reaction of Trp with α-amino aldehydes derived from l and d-amino acids was studied in terms of double stereodifferentiation. The results observed for d-amino aldehydes represent 'matched' situation (one diastereoisomer was formed) whereas with l-amino aldehydes 'mismatched' (two diastereoisomers were formed). The conformation of newly formed six-membered ring was analyzed. It was found that stable conformers were different for cis and trans isomers.
Graphical abstract
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Karolina Pulka, Piotr Kulis, Dagmara Tymecka, Lukasz Frankiewicz, Marcin Wilczek, Wiktor Kozminski, Aleksandra Misicka,