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Stereoselective Synthesis of a Monocyclic Peloruside A Analogue

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journal contribution
posted on 05.03.2010, 00:00 by Christoph W. Wullschleger, Jürg Gertsch, Karl-Heinz Altmann
The stereoselective synthesis of the monocyclic peloruside A analogue 4 has been achieved, following a new efficient approach for the introduction of the side chain, involving a late-stage addition of vinyl lithium species 7a to aldehyde 8. Further key steps are a highly diastereoselective allyltitanation reaction and a RCM-based macrocyclization.