110298-79-8Relevant academic research and scientific papers
Modulating the stereochemical outcome of the Ireland-Claisen reaction of (E)- and (Z)-allylic glycolates
Feldman, Ken S.,Selfridge, Brandon R.
supporting information; experimental part, p. 825 - 828 (2012/03/09)
The diastereoselectivity of Ireland-Claisen rearrangements of allylic glycolates is dependent on the E:Z ratio of the silyl ketene acetals, the alkene geometry in the allyl unit, and the transition state topography. High yields and excellent diastereoselectivities (>95:5) have been achieved for selected substrates, including those with R2 = ethyl that results in a newly formed quaternary center. A discussion of the scope, selectivities, and transition state models will be presented.
ENZYME-MEDIATED ASYMMETRIC HYDROLYSIS OF α-BENZYLOXYCARBOXYLIC ESTERS
Kato, Yasuo,Ohta, Hiromichi,Tsuchihashi, Gen-ichi
, p. 1303 - 1306 (2007/10/02)
Incubation of dl-α-benzyloxycarboxylic esters with grown cells of a bacterium, Corynebacterium equi IFO 3730, afforded the chiral esters of high optical purities via asymmetric hydrolysis.This reaction has been revealed to have a wide applicability to alkene- and arylalkene-carboxylic esters.
