Synthesis of Dihydrooxepin Models Related to the Antitumor Antibiotic MPC1001
Authors:
- 20 June 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (15) , 2939-2941
Abstract
4-Hydroxy-l-proline was converted into the tetrahydrooxepino[4,3-b]pyrrole ring system characteristic of the potent antitumor agent MPC1001. Key steps were regioselective formation of a vinylogous amide by use of Bredereck's reagent and acid-induced cyclization of an alcohol onto the carbon−carbon double bond of that amide by addition−elimination to generate the seven-membered oxacyclic subunit.Keywords
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