Gademann, Karl; Kerschgens, Isabel (2015). Direct preparation of pyrrolizidines using imines and isonitriles. Synthesis, 47(20):3153-3160.
An acid mediated annulation reaction for the formation of 7a-substituted unnatural pyrrolizidines is described. To reach this goal, the pyrroline 3-(3,4-dihydro-2H-pyrrol-5-yl)propan-1-ol is reacted with a large variety of isonitriles directly resulting in the target compounds. The reaction is operationally simple and tolerates air and water, and the resulting pyrrolizidines can be further transformed to the corresponding oxidized and reduced derivatives.
An acid mediated annulation reaction for the formation of 7a-substituted unnatural pyrrolizidines is described. To reach this goal, the pyrroline 3-(3,4-dihydro-2H-pyrrol-5-yl)propan-1-ol is reacted with a large variety of isonitriles directly resulting in the target compounds. The reaction is operationally simple and tolerates air and water, and the resulting pyrrolizidines can be further transformed to the corresponding oxidized and reduced derivatives.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Catalysis
Physical Sciences > Organic Chemistry |
| Uncontrolled Keywords: | pyrrolizidines - isonitriles - cyclizations - pyrrolines |
| Language: | English |
| Date: | 9 July 2015 |
| Deposited On: | 22 Aug 2017 16:04 |
| Last Modified: | 31 Jul 2020 01:14 |
| Publisher: | Georg Thieme Verlag |
| ISSN: | 0039-7881 |
| OA Status: | Green |
| Publisher DOI: | https://doi.org/10.1055/s-0034-1380433 |
Gademann, Karl