118171-44-1Relevant articles and documents
Kinetic resolution of acyclic secondary allylic silyl ethers catalyzed by chiral ketones
Yang,Jiao,Yip,Lai,Wong
, p. 4619 - 4624 (2007/10/03)
Kinetic resolution of acyclic secondary allylic silyl ethers by chiral dioxiranes generated in situ from chiral ketones (R)-1 and (R)-2 and Oxone was investigated. An efficient and catalytic method has been developed for kinetic resolution of those substrates with a CCl3, tert-butyl, or CF3 group at the α-position. In particular, high selectivities (S up to 100) were observed for kinetic resolutions of racemic α-trichloromethyl allylic silyl ethers 7 and 9-15 catalyzed by ketones (R)-2. Both the recovered substrates and the resulting epoxides were obtained in high enantiomeric excess. On the basis of steric and electrostatic interactions between the chiral dioxiranes and the racemic substrates, a model was proposed to rationalize the enantioselectivities and diastereoselectivities in the chiral ketone-catalyzed kinetic resolution process.
AN UNUSUAL REACTION OF TRICHLOROMETHANE WITH ACYLALS IN THE INTERPHASE CATALYSIS CONDITIONS.
Kryshtal, G. V.,Bogdanov, V. S.,Yanovskaya, L. A.
, p. 3607 - 3610 (2007/10/02)
Aldehyde diacetates ract with trichloromethane in the standard interphase catalysis conditions to form α-trichloromethylcarbinols or their acetates depending on temperature and time of the reaction.