151359-19-2Relevant articles and documents
Efficient and stereoselective synthesis of allylic ethers and alcohols
Pospisil, Jiri,Marko, Istvan E.
, p. 5983 - 5986 (2007/10/03)
(Chemical Equation Presented) A short and efficient synthesis of allylic TBS ethers and allylic alcohols has been developed, based upon a unique Kocienski-Julia olefination reaction. Allylic alcohols and allylic ethers are obtained in good to excellent yields and with high (E)-selectivity. The conditions are mild and the procedure is broadly applicable.
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.