Enantio- and Diastereoselective Synthesis of Chromeno[4,3-b]pyrrole Derivatives Bearing Tetrasubstituted Chirality Centers through Carbene Catalyzed Cascade Reactions
| Autor: | Jilan Wang, Yonggui Robin Chi, Jun Xu, Zhichao Jin, Jiamiao Jin, Tingting Li |
|---|---|
| Přispěvatelé: | School of Physical and Mathematical Sciences |
| Rok vydání: | 2019 |
| Předmět: |
Chemistry::Organic chemistry [Science]
Steric effects 010405 organic chemistry Organic Chemistry Pyrroline 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Cycloaddition 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Stereoselectivity Chirality Physical and Theoretical Chemistry Chirality (chemistry) Carbene N-Hetereocyclic Carbene Pyrrole |
| Zdroj: | Organic Letters. 22:326-330 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | An NHC-catalyzed cascade cycloaddition reaction is developed for quick access to structurally sophisticated tetrahydrochromeno[4,3-b]pyrrole derivatives. A sterically congested tetrasubstituted chirality carbon center is formed during the cyclization process. All the α-, β-, and carbonyl carbons of the enal substrates are functionalized in chemo- and stereoselective fashion. The multicyclic chromeno[4,3-b]pyrrole products are generally afforded in good yields with excellent enantio- and diastereoselectivities. Heavily substituted pyrroline derivatives can be afforded from the chiral products through simple protocols. NRF (Natl Research Foundation, S’pore) ASTAR (Agency for Sci., Tech. and Research, S’pore) MOE (Min. of Education, S’pore) Accepted version |
| Databáze: | OpenAIRE |
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