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Synthetic studies of Munchnone reactivity and applications and the total synthesis of cyclopenta[B]indole natural products / by Justin M. Lopchuk.

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Call No.	QD47.5.N43 D3 2013lop
Author	Lopchuk, Justin M.
Title	Synthetic studies of Munchnone reactivity and applications and the total synthesis of cyclopenta[B]indole natural products / by Justin M. Lopchuk.
Date	2013
Abstract	Chapter 1: Munchnones and mesoionic heterocycles The reactivity, regioselectivity, and synthetic applications of munchnones (1,3-oxazolium-5-olates) is a common theme which runs through Chapters 2-5. The definition, structure, and reactivity of mesoionic heterocycles is discussed. The synthesis and reactivity of sydnones, isomunchnones, and munchnones is presented. Chapter 2: What controls the regiochemistry in 1,3-Dipolar cycloaddition of munchnones with [Beta]-nitrostyrenes? The factors which govern the regioselectivity of the reaction between munchnones and dipolarophiles is a long standing question in organic chemistry and has limited the ability of chemists to predict the outcome of reactions and to design reliable munchnone-based syntheses. In most cases, FMO theory fails to account for the formation of the experimentally observed major product. An extensive synthetic study of the 1,3-dipolar cycloaddition between two regioisomeric munchnones and a series of [Beta]-nitrostyrene
Description	xlvi, 538 leaves : ill. (some col.) 28 cm.
Format	application/pdf
Advisor	Gordon W. Gribble, Peter A. Jacobi, Russell P. Hughes, Stephen P. Waters
College	Dartmouth College. Department of Chemistry.
Issuing Body	Dartmouth Dissertations are made available through the Dartmouth Digital Library.
Degree	Thesis (Ph.D.)--Dartmouth College.
Copyright	All rights reserved. No part of this book may be reproduced in any form by any electronic or mechanical means without permission in writing from the author.
DOI	http://dx.doi.org/10.1349/ddlp.986

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Synthetic studies of Munchnone reactivity and applications and the total synthesis of cyclopenta[B]indole natural products / by Justin M. Lopchuk.

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