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Molecular Library Synthesis Using Complex Substrates: Expanding the Framework of Triterpenoids

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journal contribution
posted on 18.01.2013, 00:00 by Vasily A. Ignatenko, Yong Han, Gregory P. Tochtrop
The remodeling of a natural product core framework by means of diversity-oriented synthesis (DOS) is a valuable approach to access diverse/biologically relevant chemical space and to overcome the limitations of combinatorial-type compounds. Here we provide proof of principle and a thorough conformational analysis for a general strategy whereby the inherent complexity of a starting material is used to define the regio- and stereochemical outcomes of reactions in chemical library construction. This is in contrast to the traditional DOS logic employing reaction development and catalysis to drive library diversity.