121441-15-4Relevant academic research and scientific papers
Regiochemical control of the ring opening of 1:2-epoxides by means of chelating processes. 10. Synthesis and ring opening reactions of mono- and difunctionalized cis and trans aliphatic oxirane systems
Azzena, Francesca,Calvani, Federico,Crotti, Paolo,Gardelli, Cristina,Macchia, Franco,Pineschi, Mauro
, p. 10601 - 10626 (2007/10/02)
The regiochemical outcome of the ring opening of 1:2-epoxides through chelation processes assisted by metal ions, was verified in mono- and difunctionalized aliphatic oxirane systems bearing the heterofunctionality (OR) in an homoallylic and/or allylic relationship to the oxirane ring. The effect of the distance of the OR functionality from the oxirane ring and of the type of protective group on the regiochemical outcome of these systems is examined. In some cases, the use of LiClO4 or Mg(ClO4)2 as the promoting metal salt makes it possible the obtainment of a nice regioalternating process.
Ethyl Cyanoformate/Hydrogen Peroxide and Related Combination Systems, Novel Epoxidizing Systems of Olefins
Masaki, Yukio,Miura, Tsuyoshi,Mukai, Isao,Itoh, Akichika,Oda, Hirohisa
, p. 1937 - 1940 (2007/10/02)
A combination system of ethyl cyanoformate and hydrogen peroxide was found to epoxidize olefins in a stereospecific manner at room temperature.Asymmetric epoxidation was observed with menthyl cyanoformate/hydrogen peroxide system.
Substituent-Directed Alkyl Addition Reactions of Epoxides. 1. Applications to the Synthesis of 3-Hydroxy-4-methylalkanoic Acids
Flippin, Lee A.,Brown, Peter A.,Jalali-Araghi, Keyvan
, p. 3588 - 3596 (2007/10/02)
The addition reactions of 3,4-epoxy-1-alkanol derivatives were studied using Li(CH3)2Cu (ether, 0 deg C) and 2:1 (CH3)3Al-n-BuLi or 2:1 (C2H5)3Al-n-BuLi (hexane, 0 deg C).In all cases Li(CH3)2Cu showed a small (2-3:1) preference for C(4) addition over C(3
