96025-22-8Relevant academic research and scientific papers
Molybdenum-Catalyzed Stereospecific Deoxygenation of Epoxides to Alkenes
Asako, Sobi,Sakae, Takahisa,Murai, Masahito,Takai, Kazuhiko
supporting information, p. 3966 - 3970 (2016/12/30)
Mild and simple catalytic systems consisting of molybdenum(VI) dichloride dioxide [MoO2Cl2] as a catalyst and a phosphine as reductant have been developed for the stereospecific deoxygenation of epoxides to alkenes. The reactions using 1,2-bis(diphenylphosphino)ethane (dppe) and triphenylphosphine (PPh3) proceed with retention and inversion of stereochemistry, respectively. The mild reaction tolerates the presence of various functional groups and affords stereodefined substituted olefins in good yields. (Figure presented.).
Stereospecific Deoxygenation of Aliphatic Epoxides to Alkenes under Rhenium Catalysis
Nakagiri, Takuya,Murai, Masahito,Takai, Kazuhiko
supporting information, p. 3346 - 3349 (2015/07/15)
The combination of a catalytic amount of Re2O7 and triphenyl phosphite as a reductant is effective for the deoxygenation of unactivated aliphatic epoxides to alkenes. The reaction proceeds stereospecifically with variously substituted epoxides under neutral conditions and is compatible with various functional groups. Protection and deprotection of a double bond functionality using an epoxide are shown as an example of the current rhenium-catalyzed deoxygenation protocol. The effect of reductants for the stereoselectivity has also been studied, indicating that the use of electron-deficient phosphines or phosphites is the key for the stereospecific deoxygenation. (Chemical Equation Presented).
Simple protocol for enhanced (E)-selectivity in Julia-Kocienski reaction
Pospí?il, Ji?í
supporting information; experimental part, p. 2348 - 2352 (2011/05/16)
A short and efficient Julia-Kocienski olefination protocol, based upon the use of chelating agents (18-crown-6 or TDA-1 for K+; 12-crown-4 or HMPA for Li+), was developed. This protocol enhances the (E)-selectivity of the reaction an
Superbase-promoted rearrangement of oxiranes to cyclopropanes
Mordini, Alessandro,Peruzzi, Daniela,Russo, Francesco,Valacchi, Michela,Reginato, Gianna,Brandi, Alberto
, p. 3349 - 3360 (2007/10/03)
Aryl- and alkenyl substituted oxiranes, when submitted to treatment with superbasic reagents, undergo a highly regio- and stereoselective rearrangement leading to cyclopropylmethanol derivatives. The process can also be applied to mono- and dihydroxy subs
THREO SELECTIVE CROSS ALDOL CONDENSATION WITH THIOAMIDE ENOLATES GENERATED BY A MICHAEL ADDITION OF ORGANOMETALLICS TO UNSATURATED THIOAMIDES
Tamaru, Y.,Hioki, T.,Yoshida, Z.
, p. 5793 - 5796 (2007/10/02)
Crotonthioamide, sorbothioamide, and cinnamothioamide undergo a threo selective aldol condensation via their enolates generated by a Michael addition of organometallics.
