Enantioselective chlorination in the synthesis of polychlorinated natural products

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Abstract/Contents

Abstract
Organochlorides are pervasive in nature, accounting for over 2,500 natural products. This is perhaps not surprising as the ocean covers > 70% of the earth's surface and is rich in soluble chloride. Approximately half of naturally occurring organochlorides contain chlorine-bearing chiral centers. The abundance of chiral organochlorides in nature stands in stark contrast to the number of methods for asymmetric chlorination. Recent work in the synthesis of molecules with chlorine-bearing stereocenters has addressed this methodological deficiency through multistep functional group interconversions. The advent of synthetically relevant, catalytic, enantioselective methods for the direct formation of carbon-chlorine bonds would be of great value in the synthesis of chiral organochlorides. This thesis outlines the development of two new methods for enantioselective chlorofunctionalization of olefins and their application in the synthesis of natural products.

Description

Type of resource text
Form electronic resource; remote; computer; online resource
Extent 1 online resource.
Place California
Place [Stanford, California]
Publisher [Stanford University]
Copyright date 2018; ©2018
Publication date 2018; 2018
Issuance monographic
Language English

Creators/Contributors

Author Landry, Matthew
Degree supervisor Burns, Noah
Thesis advisor Burns, Noah
Thesis advisor Du Bois, Justin
Thesis advisor Xia, Yan
Degree committee member Du Bois, Justin
Degree committee member Xia, Yan
Associated with Stanford University, Department of Chemistry.

Subjects

Genre Theses
Genre Text

Bibliographic information

Statement of responsibility Matthew Landry.
Note Submitted to the Department of Chemistry.
Thesis Thesis Ph.D. Stanford University 2018.
Location electronic resource

Access conditions

Copyright
© 2018 by Matthew Leo Landry
License
This work is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported license (CC BY-NC).

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