A NEW APPROACH TO 5-SUBSTITUTED PROLINES AND 2-PYRROLECARBOXYLATES

Authors
KNIGHT DW REDFERN AL GILMORE J
Citation
Dw. Knight et al., A NEW APPROACH TO 5-SUBSTITUTED PROLINES AND 2-PYRROLECARBOXYLATES, Synlett, (7), 1998, pp. 731-732
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
7
Year of publication
1998
Pages
731 - 732
Database
ISI
SICI code
0936-5214(1998):7<731:ANAT5P>2.0.ZU;2-M
Abstract
Iodocyclisations of the allylic glycinates 7 lead either to the trans- or cis-2,5-disubstituted proline derivatives 8 or 9, depending on the reaction conditions; subsequent treatment of these with DBU in DMF gi ves the 2-pyrrolecarboxylates 10 and 13 in excellent yields by a doubl e elimination of hydrogen iodide and toluenesulfinic acid.