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Diels‐alder reactions of pyrroles as an entry to substituted 3‐oxatropanes and tetrasubstituted pyrrolidines
Author(s) -
Donnini C. Paul,
Just George
Publication year - 1977
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570140828
Subject(s) - chemistry , yield (engineering) , adduct , carboxylate , pyrrole , medicinal chemistry , organic chemistry , diels–alder reaction , catalysis , materials science , metallurgy
The Diels‐Alder adduct of N ‐( p ‐toluenesulfonamido)pyrrole and dimethyl acetylenedi‐carboxylate, 2,3‐dimethyl N ‐( p ‐toluenesulfonamido)‐7‐azabieyclo[2.2.1]‐2,5‐heptadiene‐2,3‐di‐carboxylate ( 1c ), was obtained in good yield and converted to remarkably stable 3‐oxatropanes ( 6 and 8 ) in 25% yield.
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