
Tetrahedron p. 171 - 176 (1984)
Update date:2022-09-26
Topics:
Boll, Per M.
Hansen, Jesper
Simonsen, Ole
Thorup, Niels
The structure of piplartine (=piperlongumine) was established as (E)-N-3',4',5'-trimethoxycinnamoyl-5,6-dihydro-2(1H)-pyridone (13) by synthesis and by an X-ray crystallographic analysis.Model condensation of (E)-3,4,5-trimethoxycinnamoyl chloride and crotonamide gave not the expected ciannamoylcrotonamide, but (E)-N-3',4',5'-trimethoxycinnamoyl-3-chlorobutyramide (12).
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Doi:10.1021/jo00187a018
(1984)Doi:10.1016/0022-328X(83)89508-4
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(1983)