A stereoselective synthesis of tetrasubstituted β-tosyloxyacrylonitriles and β-siloxyacrylonitriles

dc.contributor.advisor	Tius, Marcus A.
dc.contributor.author	Balkwill, Landon Gene
dc.contributor.department	Chemistry
dc.date.accessioned	2026-02-23T21:18:26Z
dc.date.available	2026-02-23T21:18:26Z
dc.date.issued	2025
dc.description.degree	M.S.
dc.identifier.uri	https://hdl.handle.net/10125/113053
dc.subject	Chemistry
dc.title	A stereoselective synthesis of tetrasubstituted β-tosyloxyacrylonitriles and β-siloxyacrylonitriles
dc.type	Thesis
dcterms.abstract	A method to stereoselectively access tetrasubstituted (E)- and (Z)-β-oxyacrylonitriles has been developed. The β-keto nitrile and β-keto amide starting materials are conveniently accessed from esters and nitriles, making this approach both convenient and straightforward. This methodology features moderate to excellent yield of products, excellent control of alkene geometry, and complete control of regiochemistry. Cross-coupling of β-tosyloxyacrylonitriles demonstrates the ability to access valuable stereodefined all-carbon tetrasubstituted acrylonitriles in excellent yield and stereocontrol.
dcterms.extent	180 pages
dcterms.language	en
dcterms.publisher	University of Hawai'i at Manoa
dcterms.rights	All UHM dissertations and theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission from the copyright owner.
dcterms.type	Text
local.identifier.alturi	https://www.proquest.com/LegacyDocView/DISSNUM/32240986

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