Studies in asymmetric synthesis: Diastereoselective manipulations of conformationally anchored heterocycles and carbocycles.

Persistent Link:
http://hdl.handle.net/10150/186994
Title:
Studies in asymmetric synthesis: Diastereoselective manipulations of conformationally anchored heterocycles and carbocycles.
Author:
Nimkar, Kalpana Sandeep.
Issue Date:
1994
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
The research, to be presented in two chapters discusses the development of new methods in asymmetric synthesis which may be applicable to the total synthesis of natural products. Chapter 1. We have developed the methodology to functionalize heterocycles such as tetrahydropyran and tetrahydrofuran using intermolecular diastereoselective radical trapping reactions. This method was also extended to prepare bicyclic acetals with three chiral centers using intramolecular radical reactions. The stereocontrol in both intermolecular and intramolecular reactions was studied. This methodology may be developed further to synthesize deoxygenated and substituted carbohydrates. Chapter 2. The highly functionalized eight membered carbocycle is the basic structural unit of many natural products of biological interest. The methodology developed and presented in this chapter utilizes chiral cyclopropyl ketals of eight member carbocycle and introduces functionalities on the eight membered ring with good stereocontrol. This methodology has direct application in the synthesis of many natural products containing functionalized eight member carbocycles.
Type:
text; Dissertation-Reproduction (electronic)
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Chemistry; Graduate College
Degree Grantor:
University of Arizona
Committee Chair:
Mash, Eugene A., Jr.

Full metadata record

DC FieldValue Language
dc.language.isoenen_US
dc.titleStudies in asymmetric synthesis: Diastereoselective manipulations of conformationally anchored heterocycles and carbocycles.en_US
dc.creatorNimkar, Kalpana Sandeep.en_US
dc.contributor.authorNimkar, Kalpana Sandeep.en_US
dc.date.issued1994en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractThe research, to be presented in two chapters discusses the development of new methods in asymmetric synthesis which may be applicable to the total synthesis of natural products. Chapter 1. We have developed the methodology to functionalize heterocycles such as tetrahydropyran and tetrahydrofuran using intermolecular diastereoselective radical trapping reactions. This method was also extended to prepare bicyclic acetals with three chiral centers using intramolecular radical reactions. The stereocontrol in both intermolecular and intramolecular reactions was studied. This methodology may be developed further to synthesize deoxygenated and substituted carbohydrates. Chapter 2. The highly functionalized eight membered carbocycle is the basic structural unit of many natural products of biological interest. The methodology developed and presented in this chapter utilizes chiral cyclopropyl ketals of eight member carbocycle and introduces functionalities on the eight membered ring with good stereocontrol. This methodology has direct application in the synthesis of many natural products containing functionalized eight member carbocycles.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.chairMash, Eugene A., Jr.en_US
dc.contributor.committeememberHall, Henry K., Jr.en_US
dc.contributor.committeememberMulvaney, James E.en_US
dc.contributor.committeememberRemers, William A.en_US
dc.contributor.committeememberVemulapalli, Krishnaen_US
dc.identifier.proquest9527959en_US
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