New Approach for the Stereoselective Synthesis of (+)-epi-Cytoxazone

The stereoselective total synthesis of (+)-epi-cytoxazone was performed satisfactorily in 8 steps, in 17% overall yield, via a novel route from 2,3-O-(3-pentylidene)-(R)-glyceraldehyde. The bulky group alkene-ketal allowed intramolecular control of the target molecule's asymmetric centers in the dihydroxylation step by promoting the approach of OsO4 to the face opposite to that of the ketal group.

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Bibliographic Details
Main Authors: Miranda,Izabel L., Sartori,Suélen K., Diaz,Marisa A. N., Diaz-Muñoz,Gaspar
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2019
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000300585
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