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Title: Organoselenium-Catalyzed Enantioselective Synthesis of 2-Oxazolidinones from Alkenes
An operationally simple method for generating enantioenriched 2-oxazolidinones from N-Boc amines and monoor trans-disubstituted alkenes via chiral organoselenium catalysis is described. Critical to the success of the transformation was the inclusion of triisopropylsilyl chloride (TIPSCl), likely because it sequestered fluoride generated by the oxidant (N-fluorocollidinium tetrafluoroborate) throughout the reaction and suppressed side reactivity. The scope of both the amine and alkene substrates was explored, generating a variety of 2-oxazolidinones in modest to high yields with high enantioselectivities  more » « less
Award ID(s):
2102232
PAR ID:
10533590
Author(s) / Creator(s):
; ; ;
Publisher / Repository:
ACS Publications
Date Published:
Journal Name:
Organic Letters
Volume:
26
Issue:
31
ISSN:
1523-7060
Page Range / eLocation ID:
6703 to 6708
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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