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Catalyst-Controlled Amino- versus Oxy-Acetoxylation of Urea-Tethered Alkenes: Efficient Synthesis of Cyclic Ureas and Isoureas.

Authors :
Rao WH
Yin XS
Shi BF
Source :
Organic letters [Org Lett] 2015 Aug 07; Vol. 17 (15), pp. 3758-61. Date of Electronic Publication: 2015 Jul 13.
Publication Year :
2015

Abstract

A catalyst-controlled vicinal amino- versus oxy-acetoxylation of alkenes with PhI(OAc)2 as the oxidant is described. The divergent synthesis of cyclic ureas and isoureas was achieved in good yields under mild conditions employing ambident urea nucleophiles. Both terminal and internal alkenes are compatible with this reaction protocol.

Details

Language :
English
ISSN :
1523-7052
Volume :
17
Issue :
15
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
26166021
Full Text :
https://doi.org/10.1021/acs.orglett.5b01741