1502-73-4Relevant academic research and scientific papers
On the Reduction of Enol Acetates and Enolates derived from α-Chiral Ketones with Lithium Tetrahydridoaluminate
Orellana, Guillermo,Perez-Ossorio, Rafael,Quiroga, Maria L.,Sanchez-Asiain, Maria P.
, p. 679 - 682 (2007/10/02)
The Z- and E-isomers of 1-acetaoxy-1,2-diphenylprop-1-ene (1) and (2), and of 3-acetoxy-4,4-dimethyl-2-phenylpent-2-ene (3) and (4), have been converted into their respective alcohols (1RR,2SS)- and (1RS,2RS)-1,2-diphenylpropan-1-ol (5) and (6), and (1RR,
The Mechanism of the Petersen Reaction. Part 2. The Effect of Reaction Conditions, and a New Model for the Addition of Carbanions to Carbonyl Derivatives in the Absence of Chelation Control
Bassindale, Allan R.,Ellis, Richard J.,Lau, Juliana C.-Y.,Taylor, Peter G.
, p. 593 - 598 (2007/10/02)
The stereochemistry of the Petersen olefination reaction between PhHSiMe3 and PhCHO has been studied under a wide variety of conditions with excellent reproducibility and extremely high yields.The effects of counterion, solvent, added salts, variation of the carbanion-forming base, and temperature have been investigated.The product stereochemistry is remarkably insensitive to the reaction conditions.The results lead to a new method of analysis of steric approach control based on the angle of approach as defined by Dunitz and Baldwin.The method involves analysis of 'primary' and 'secondary' transition-state interactions.This analysis should be generally applicable to carbanion additions in which chelation is insignificant.
