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Transition Metal-Mediated Higher-Order Cycloaddition Reactions: Application To The Total Synthesis Of Complex Natural Products, Bilal Abou Aleiwi
Transition Metal-Mediated Higher-Order Cycloaddition Reactions: Application To The Total Synthesis Of Complex Natural Products, Bilal Abou Aleiwi
Wayne State University Dissertations
ABSTRACT
TRANSITION METAL-MEDIATED HIGHER-ORDER CYCLOADDITION REACTIONS: APPLICATION TO THE TOTAL SYNTHESIS OF COMPLEX NATURAL PRODUCTS
by
BILAL ABOU ALEIWI
October 2010
Advisor: Dr. James H. Rigby
Major: Chemistry (Organic)
Degree: Doctor of Philosophy
Chromium (0)-mediated [6ð + 2ð] and [6ð + 2ð + 2ð] cycloaddition reactions between cyclic trienes and alkynes is reported. The development, investigation and the application of these reactions in the total synthesis of complex ring systems and natural products is described. Two natural products, namely, ∆ 9(12) -Capnellene and Echinopines A and B were targeted.
An investigation led to the successful development of a methodology to …