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University of Illinois at Urbana-Champaign

Mechanistic Investigations and Synthetic Development of (-)-Sparteine Mediated Asymmetric Benzylic Lithiation-Substitution Reactions of Secondary Amides

Abstract

dc:description

The synthetic utility of the lithiation-substitutions of N-(2-phenethyl)isobutyramide has also been investigated. Enantioenriched substituted products have been carried forward in the synthesis of 1,4-disubstituted dihydro- and tetrahydroisoquinolines. Variation of either substituent is convenient as the 4-position substituent is determined by choice of the electrophile in the lithiation-substitution and the 1-position substituent is introduced prior to cyclization.

Degree

thesis:*
Name thesis:degree_name
Ph.D.
Level thesis:degree_level
Dissertation
Discipline thesis:degree_discipline
Chemistry
Grantor
University of Illinois at Urbana-Champaign
Year dc:date
2015

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Laumer, Jason Matthew
Contributors dc:contributor
  • Beak, Peter

Subjects

dc:subject × 1

Rights

Language dc:language
eng

Identifiers

dc:identifier.*
Identifier
(MiAaPQ)AAI3030451
OAI identifier oai:identifier
oai:www.ideals.illinois.edu:2142/84057

Chain of custody

source
Harvested from
University of Illinois - Urbana-Champaign
Base URL
www.ideals.illinois.edu/oai-pmh
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
citation

Laumer, Jason Matthew. Mechanistic Investigations and Synthetic Development of (-)-Sparteine Mediated Asymmetric Benzylic Lithiation-Substitution Reactions of Secondary Amides. Dissertation thesis, University of Illinois at Urbana-Champaign, 2015. http://hdl.handle.net/2142/84057