Sequential oxonium-olefin-alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives
A broad range of aldehydes undergo a smooth cascade cyclization with (E)-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF ·OEt at room temperature to furnish a novel series of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives in good yields and diastereoselectivities. Thi...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2016-01, Vol.14 (48), p.11396-11401 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Subba Reddy, B V Hanuman Reddy, V Durgaprasad, M Gopal Reddy, S Lakshmi, J K Aneesh, P V Rami Reddy, Y V |
| description | A broad range of aldehydes undergo a smooth cascade cyclization with (E)-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF
·OEt
at room temperature to furnish a novel series of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives in good yields and diastereoselectivities. This cascade process provides a simple and proficient alternative for the stereoselective construction of fused pyranopiperidine derivatives. |
| doi_str_mv | 10.1039/c6ob01641c |
| format | Article |
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·OEt
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| title | Sequential oxonium-olefin-alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives |
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