Organocatalytic asymmetric epoxidation and tandem epoxidation/Passerini reaction under eco-friendly reaction conditions.
An eco-friendly synthesis of highly functionalized epoxides and their incorporation into an organocatalytic multicomponent approach are reported. For this, a modified class of diarylprolinol silyl ethers was designed to enable high catalytic activity in an environmentally benign solvent system. The one-pot procedure showed great efficiency in promoting stereoselective multicomponent transformations in a tandem, 'green' fashion. Because of its non-residual, efficient and selective character, this synthetic design shows promise for large-scale applications in both diversity and target-oriented syntheses.
Departamento de Química, Universidade Federal de São Carlos, São Carlos, SP 13565-905, Brazil.
Anna Maria
AM
Deobald
Arlene G
AG
Corrêa
Daniel G
DG
Rivera
Márcio Weber
MW
Paixão
D002384:Catalysis; D004987:Ethers / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004987:Ethers; D011759:Pyrrolidines; D012821:Silanes; D013141:Spiro Compounds; C010509:prolinol