Cobalt stabilized gamma-chloroalkynones and alkynoates as gamma-carbonyl cation synthons.

γ-Cationic-α,β-unsaturated carbonyl synthons have been prepared via hexacarbonyldicobalt complexed γ-chloroalkynoates and alkynones (100). Treatment of 100 with silver salts in the presence of silyl enol ethers (102-104) generated 2-alkynyl-1,6-dicarbonyl compounds (134-149) in poor to good yields. Products of 101, with a non hydrogen substituent at the propargyl site, with 102 and 103 generated syn and anti diastereomers. The ratios of syn:anti diastereomers range from 1.3: 1 to 2.1: 1 for 102 to 6.9: 1 to 15: 1 for 103. These ratios are similar to literature compounds. Decomplexation to the alkyne effected in good to excellent yields. A dimer 151 was formed accidentally in poor yield with structural characteristics similar to compounds in its class. Source: Masters Abstracts International, Volume: 34-06, page: 2379. Adviser: J. R. Green. Thesis (M.Sc.)--University of Windsor (Canada), 1995.

Name thesis:degree_name

M.Sc.

Level thesis:degree_level

Masters

Discipline thesis:degree_discipline

Chemistry and Biochemistry

Grantor

University of Windsor

Year dc:date.issued

1995

Author dc:creator

• Vizniowski, Charles Stephen.

Advisor dc:contributor.advisor

• Green, J.

Licence

• http://creativecommons.org/licenses/by-nc-nd/4.0/

Language dc:language.iso

en_CA

Handle dc:identifier.uri

https://hdl.handle.net/20.500.14776/1011

OAI identifier oai:identifier

oai:uwindsor.scholaris.ca:20.500.14776/1011