5806-10-0Relevant articles and documents
TOTAL SYNTHESIS AND PROPERTIES OF PROSTAGLANDINS. V. THE CHARACTERISTICS OF PENTYNYLCUPRATE COMPLEXES AND THE COMPARATIVE NUCLEOPHILICITY OF THE LIGANDS IN THE SYNTHESIS OF PROSTAGLANDINS
Sokolov, G. P.,Korits, V. R.,Freimanis, Ya. F.
, p. 622 - 627 (2007/10/02)
In order to establish the possibility of the formation of side products in the addition of mixed-ligand cuprate complexes to carbonyl compounds, their reactions with fluorenone and benzophenone were investigated.The complexes with simple alkyl ligands always formed difluoroenylpinacone, fluorenol, or benzhydrol in addition to the tertiary alcohols, and with the octenol ligands of the prostaglandin synthesis they only formed 1,2-addition products.A semiquantitative assessment of the characteristic of the ligands was made by the methods of the competing reaction of twocomplexes and the exchange of ligands.The comparative nucleophilicity of a series of ligands in 1,4-addition to 2-(6-ethoxycarbonylhexyl)-2-cyclopenten-1-one was determined.