Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5284125 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
The formal synthesis of (+)-antimycin A3b and the total synthesis of (+)-blastmycinone were achieved using, as a key step, a method developed by us for the synthesis of 2-methyl-1,3-diols via Ti(III)-mediated diastereo- and regioselective opening of trisubstituted 2,3-epoxy alcohols, to carry out the stereoselective construction of the hydroxy-acid segment. An interesting intramolecular radical translocation took place during the epoxide opening process transforming its vicinal PMB-ether in situ, into an '1,2-O-(p-methoxy)benzylidene' ring.
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Organic Chemistry
Authors
Tushar Kanti Chakraborty, Amit Kumar Chattopadhyay, Subhash Ghosh,