855595-18-5Relevant academic research and scientific papers
Binaphthalene-derived iminium salt catalysts for highly enantioselective asymmetrie epoxidation
Bulman Page, Philip C.,Buckley, Benjamin R.,Farah, Mohamed M.,John Blacker
experimental part, p. 3413 - 3426 (2011/02/26)
Enantiomerically enriched epoxides are useful intermediates that have found many applications in asymmetric synthesis, and development of efficient catalysts for asymmetric epoxidation has received considerable attention, In this manuscript we describe the design, preparation, and use of new highly selective imlnium salt organocatalysts for asymmetric epoxidation, based around a chiral binaphthalene motif coupled with a chiral substituted dioxane moiety. The new catalysts have been tested in the catalytic asymmetric epoxidation of unfunctionalized alkenes, and provide up to 95 % ee.
New chiral iminium salt catalysts for asymmetric epoxidation
Bulman Page, Philip C.,Buckley, Benjamin R.,Rassias, Gerasimos A.,Blacker, A. John
, p. 803 - 813 (2007/10/03)
A range of enantiomerically pure 4-substituted 5-amino-1,3-dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
