Origins of selectivity in Brønsted acid-promoted diazoalkane-azomethine reactions (the aza-Darzens aziridine synthesis)
Troyer, TL; Muchalski, H; Hong, KB; Johnston, JN
| HERO ID | 5416610 |
|---|---|
| In Press | No |
| Year | 2011 |
| Title | Origins of selectivity in Brønsted acid-promoted diazoalkane-azomethine reactions (the aza-Darzens aziridine synthesis) |
| Authors | Troyer, TL; Muchalski, H; Hong, KB; Johnston, JN |
| Journal | Organic Letters |
| Volume | 13 |
| Issue | 7 |
| Page Numbers | 1790-1792 |
| Abstract | The mechanism of the Brønsted acid-catalyzed aza-Darzens reaction is explored by charting the stereochemical outcome of the triflic acid-promoted conversion of trans-triazolines to cis-aziridines. These experiments are consistent with the intermediacy of an α-diazonium-β-amino ester intermediate. |
| Doi | 10.1021/ol200313m |
| Pmid | 21366339 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |