Asymmetric Mn(III)-salen catalyzed epoxidation of unfunctionalized alkeneswith tetrabutylammonium monopersulfate

Authors
Pietikainen, P
Citation
P. Pietikainen, Asymmetric Mn(III)-salen catalyzed epoxidation of unfunctionalized alkeneswith tetrabutylammonium monopersulfate, TETRAHEDR L, 40(5), 1999, pp. 1001-1004
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
5
Year of publication
1999
Pages
1001 - 1004
Database
ISI
SICI code
0040-4039(19990129)40:5<1001:AMCEOU>2.0.ZU;2-J
Abstract
Asymmetric Mn(III)-salen catalyzed epoxidation of simple cis-disubstituted and trisubstituted alkenes in mild conditions was performed using tetrabuty lammonium monopersulfate (Bu4NHSO5) as the oxidant together with N-methylmo rpholine N-oxide as an additive. Particularly high yields of epoxides (up t o 97 %) and good enantiomeric excesses (ee up to 93 %) were obtained in the epoxidation of 2,2-dialkylchromenes and trisubstituted alkenes. (C) 1999 E lsevier Science Ltd. All rights reserved.