Stereoselective carbon-carbon bond forming reactions using chiral phosphorus(V) compounds and the derived anions

C$\sb2$-Symmetric diamines were synthesized in order to examine carbon-carbon bond forming reactions using chiral auxiliary-based phosphorus reagents. The general utility of these diamines as chiral auxiliaries in the diastereoselective alkylation of P-alkyl anions was examined. A systematic study of the alkylation of the P-alkyl anions was accomplished varying N-alkyl and P-alkyl substituents. High diastereoselectivity was achieved with N-neopentyl substrates (up to 92:8 diastereoselectivity).

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

2011

Author dc:creator

• Kim, Jung Ho

Contributors dc:contributor

• Denmark, Scott E.

• Chemistry, Organic

Statement dc:rights

• Copyright 1992 Kim, Jung Ho

Language dc:language

eng

Identifier

AAI9236502
(UMI)AAI9236502

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/21803