Diastereoselective Cascade Assembly of Functionalized Pyrano[3,4‑c]pyrrole Derivatives
A novel convenient approach for the synthesis of densely functionalized pyrano[3,4-c]pyrrole derivatives was developed. Cascade transformation of the simple adducts of tetracyanoethylene (TCNE) and ketones (4-oxoalkane-1,1,2,2-tetracarbonitriles) in the presence of aldehyde under the action of ace...
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| Veröffentlicht in: | Organic letters 2016-04, Vol.18 (8), p.1940-1943 |
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| container_end_page | 1943 |
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| container_issue | 8 |
| container_start_page | 1940 |
| container_title | Organic letters |
| container_volume | 18 |
| creator | Ievlev, Mikhail Yu Ershov, Oleg V Tafeenko, Viktor A |
| description | A novel convenient approach for the synthesis of densely functionalized pyrano[3,4-c]pyrrole derivatives was developed. Cascade transformation of the simple adducts of tetracyanoethylene (TCNE) and ketones (4-oxoalkane-1,1,2,2-tetracarbonitriles) in the presence of aldehyde under the action of acetic acid led to the diastereoselective formation of targeted pyrano[3,4-c]pyrroles. The reaction pathway was thoroughly investigated, and proposed intermediates were shown to be consistent with experiment. |
| doi_str_mv | 10.1021/acs.orglett.6b00867 |
| format | Article |
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| title | Diastereoselective Cascade Assembly of Functionalized Pyrano[3,4‑c]pyrrole Derivatives |
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