ORGN 321 |
| We report a benzannulation from a Fischer carbene complex and a propargyl ether to construct a tricyclic system (hexahydrodibenzopyrans) in one pot with modest to good yields. This is the first time such a Dötz reaction with a intramolecular, tandom Diels-Alder reaction has been reported. Further, we were able to induce chirality (up to 98 % ee) at the bridge head for the formation of hexahydrodibenzopyrans via a traceless central-to-planar-to-central chiral relay. |
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Metal-Mediated Reactions and Syntheses
1:00 PM-5:00 PM, Monday, 11 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |