Download or read book Silanediol-catalyzed Stereoselective Functionalization of Heterocycles written by Joshua Merlin Wieting and published by . This book was released on 2015 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Our laboratory explored dinaphthylsilanediol in the context of organic catalysis and discovered it was capable of providing enhanced yields of indole additions to nitroolefins when compared to traditional (thio)urea catalysts under optimized reaction conditions. Another important part of this work was the synthesis of a chiral racemic silanediol catalyst based on an axially chiral backbone derived from 2,2'-dibromo-1,1'-binaphthalene (DBBN). This report provided proof of concept and laid the foundation for building a research program designed to develop silanediols into a new class of enhanced hydrogen bond donor catalysts. After demonstrating silanediols indeed functioned as effective hydrogen bond donor catalysts, our attention turned to rendering the catalyst chiral and enantiopure. The details surrounding the development and application of this novel chiral catalyst makes up the majority of this thesis work. We have been able to synthesize and evaluate a number of chiral silanediols acting as catalysts in enantioselective functionalization of isoquinoline and chromenone heterocycles. We are also at the early stages of showcasing all we've learned by synthesizing a complex biologically active molecule, gonytolide A.