115998-86-2Relevant academic research and scientific papers
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.
SYNTHESIS OF HOMOALLYLIC ALCOHOLS. PART 3. GENERALIZATION TO THE USE OF ESTER ENOLATES AND GRIGNARD REAGENTS AS NUCLEOPHILES
Barluenga, Jose,Alvarez, Flora,Concellon, Jose M.,Yus, Miguel
, p. 3265 - 3285 (2007/10/02)
The successive treatment of different α-chloro carbonyl compounds (1) with a lithium ester enolate (6), lithium aluminium hydride or deuteride and final lithiation with lithium powder leads, after acid hydrolysis, to the corresponding homoallylic alcohols
