19770-37-7Relevant articles and documents
Designing new chiral ketone catalysts. Asymmetric epoxidation of cis-olefins and terminal olefins
Tian, Hongqi,She, Xuegong,Yu, Hongwu,Shu, Lianhe,Shi, Yian
, p. 2435 - 2446 (2007/10/03)
This paper describes a new class of chiral oxazolidinone ketone catalyst for asymmetric epoxidation. High ee values have been obtained for a number of cyclic and acyclic cis-olefins. The epoxidation was stereospecific with no isomerization observed in the epoxidation of acyclic systems. Encouragingly high ee values have also been obtained for a number of terminal olefins. Mechanistic studies show that electronic interactions play an important role in stereodifferentiation.
Immobilisation of ketone catalyst: A method to prevent ketone catalyst from decomposing during dioxirane-mediated epoxidation of alkenes
Song,Lim,Kim,Lee,Chi
, p. 2415 - 2416 (2007/10/03)
Covalent attachment of trifluoromethyl ketone catalyst to a solid support such as silica gel increased the stability of catalyst dramatically, so solving an intrinsic problem of dioxirane-mediated epoxidation of alkenes catalysed by ketones.
Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications
Vankar, Yashwant D.,Reddy, M. Venkatram,Chaudhuri, Narayan C.
, p. 11057 - 11078 (2007/10/02)
Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.