Organic synthesis is one of the most dynamic and fascinating fields of science. It has made massive contribution to the well-being of mankind for over a century. Modern synthetic chemistry has been highly developed, which allow us to prepare the complex molecules with various unique properties, but, there are many new principles, strategies and methods of synthesis waiting to be discovered. The accomplishments discussed in this thesis including the following: (1) Methodology for the synthesis of angularly fused aromatic ring systems and the convergent synthesis of 3-deoxyrabelomycin. (2) The efficient and stereoselective formal total synthesis of podophyllotoxin by tandem photoenolization/Intramolecular Diels-Alder reaction. (3) Photochemical induced radical ring opening and closing to form seven membered ring compounds. (4) Discovery of photochemical 1,9-hydrogen atom abstraction and its use in the synthesis of natural products.
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