Palladium-Catalyzed Cross -Coupling Reactions of Organosilanolates: Methods Development and Application in the Total Synthesis of (+)-Papulacandin D

Finally, an E,Z-1,4-bissilylbutadiene reagent was prepared for the synthesis of unsymmetrical, highly conjugated systems. Two distinct silyl substituents were differentiated in the cross-coupling reaction through the initial use of base-promoted reaction conditions where only one silyl group was reactive with a range of aryl halides. The second silyl substituent then reacted under fluoride-promoted reaction conditions to provide the desired unsymmetrical products.

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 dc:creator

• Regens, Christopher

Contributors dc:contributor

• Denmark, Scott E.

• Chemistry, Organic

Language dc:language

eng

Identifier

(MiAaPQ)AAI3363072

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/84337