Development of methodologies employing rhodium catalysis and studies toward the total synthesis of cortistatin A

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Title: Development of methodologies employing rhodium catalysis and studies toward the total synthesis of cortistatin A
Author: Smith, Anna Jane, Ph. D.
Abstract: [Rh (CO]2Cl]2 has been shown to catalyze sequential , mechanistically - distinct transformations in one pot . Tandem allylic alkylation /cycloisomerization sequences have been developed to access valuable , complex structures from relatively simple substrates . A methodology for the enantioselective conjugate addition of 2 -heteroaryl nucleophiles to a variety of Michael acceptors has been developed . This method was used successfully in an ongoing approach to the synthesis of cortistatin A . 10 linear steps have been completed towards the synthesis of cortistatin A , including a highly regioselective propargylation to install a quaternary carbon and a diastereoselective intramolecular Diels -Alder reaction .
URI: http : / /hdl .handle .net /2152 /ETD -UT -2009 -12 -653
Date: 2010-08-23

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Development of methodologies employing rhodium catalysis and studies toward the total synthesis of cortistatin A. Doctoral dissertation, The University of Texas at Austin. Available electronically from http : / /hdl .handle .net /2152 /ETD -UT -2009 -12 -653 .

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