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Detailed characterization by, two‐dimensional NMR of two unusual bicyclo [2.2.2]octenedione derivatives produced by the reaction of perezone with thiourea
Author(s) -
Reynolds William F.,
Yu Margaret,
Ortiz Benjamin,
Rodriguez Angel,
Yuste Francisco,
Walls Fernando,
Enriquez Raul G.,
Gnecco Dino
Publication year - 1995
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260330103
Subject(s) - chemistry , thiourea , dept , bicyclic molecule , two dimensional nuclear magnetic resonance spectroscopy , carbon 13 nmr , stereochemistry , proton nmr , organic chemistry
A combination of NMR experiments, including 13 C and 15 N DEPT, COSY, NOESY, HMQC and HMBC experiments, was used to assign the structures and stereochemistries of two isomeric bicyclo[2.2.2]octenedione derivatives produced by the reaction of perezone with thiourea, followed by treatment with silica gel. A possible mechanism of the reaction is suggested.