Abstract
First asymmetric synthesis of the marine natural product (-)-gracilioether F is described from a d-mannitol derived known compound. The key step involves intramolecular 1,4-conjugate addition of a hydroxymethyl radical generated from Ti (III) mediated ring opening of a terminal epoxy ring tethered to a butenolide to produce stereoselectively a five-membered ring fused bicyclic lactone, the core structure present in gracilioether F.
Original language | English |
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Pages (from-to) | 7675-7682 |
Number of pages | 8 |
Journal | The Journal of Organic Chemistry |
Volume | 82 |
Issue number | 14 |
DOIs | |
Publication status | Published - 21 Jun 2017 |
Keywords
- Journal Article