54280-91-0Relevant articles and documents
Metal chloride-promoted aldol reaction of α-dimethylsilylesters with aldehydes, ketones, and α-enones
Miura, Katsukiyo,Nakagawa, Takahiro,Hosomi, Akira
, p. 1917 - 1921 (2005)
In the presence of a catalytic amount of LiCl, α-dimethylsilylesters (α-DMS-esters) 1 smoothly reacted with various aldehydes at 30°C to give aldols in good to high yields. On the other hand, the aldol reaction with ketones was effectively promoted by MgCl2 rather than by LiCl. α-Enones also underwent the metal chloride-promoted addition of 1 at the carbonyl carbon or β-carbon. Georg Thieme Verlag Stuttgart.
Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization
Ferraz, Helena M. C.,Longo Jr., Luiz S.,Zukerman-Schpector, Julio
, p. 3518 - 3521 (2007/10/03)
The reaction of a series of six-membered ring 3-alkenols with thallium trinitrate (TTN) in three different experimental conditions was studied. Either cyclization products or ring contraction products were obtained, depending on the structure of the substrate as well as the nature of the solvent. The reaction of a seven-membered ring 3-alkenol with TTN led to the ring contraction product exclusively.
Lithium Benzenetellurolate-induced Reformatsky-type Reaction in the Presence of Cerium Trichloride
Fukuzawa, Shin-ichi,Hirai, Katsuhiko
, p. 1963 - 1966 (2007/10/02)
Reformatsky-type reactions with PhTeLi in the presence of CeCl3 proceeded smoothly under mild conditions.The PhTeLi-CeCl3 reagent was particularly efficient for the reactions of sterically hindered and enolizable ketones; in the absence of CeCl3 unsatisfactory yields of the desired β-hydroxy ketone were obtained.It is assumed that CeCl3 reactions involve a cerium enolate intermediate.The stereoselectivity of the reaction between ethyl 2-bromopropionate and benzaldehyde is also described.
A New, General Cyclopentenone Synthesis
Ceccherelli, Paolo,Curini, Massimo,Marcotullio, Maria Carla,Rosati, Ornelio,Wenkert, Ernest
, p. 311 - 315 (2007/10/02)
A new synthesis of cyclopentenones, involving an Rh(II)-catalyzed, intramolecular carbon-hydrogen insertion of diazomethyl ketones derived from α,β-unsaturated acids, is described.
