TY  - UNPB
ID  - pittir6660
UR  - http://d-scholarship-dev.library.pitt.edu/6660/
A1  - Maciejewski, John Paul
TI  - New Methods for Heterocycle Preparation
Y1  - 2011/06/30/
N2  - This dissertation will describe the development and application of novel methods for heterocycle preparation. The first chapter will outline the development of a titanocene catalyzed epoxide-opening rearrangement to prepare indolines from epoxyanilines. A discussion of the reaction development, along with the substrate scope and limitations will be reported.The second chapter will describe progress toward expanding the scope of aStaudinger/aza-Wittig reaction used to prepare substituted 1,2,4-triazines. This methodology has been applied towards the synthesis of a model system for the DEF rings of the natural product noelaquinone. The challenges associated with the Staudinger/aza-Wittig reaction, and the late-stage oxidation strategy to prepare the DEF rings of the noelaquinone model system will be discussed.The third chapter will describe the importance and general preparation of (E)-alkene peptide isosteres. Using compounds prepared in the UPCMLD and published on PubChem as a reference, we present our ongoing initiative to expand the library of ?,?-cyclopropyl-?-amino acid analogs.
AV  - public
KW  - azide; radical cyclization; azaindoline; peptide mimic
ER  -