Tetrahedron Letters p. 7007 - 7010 (1997)
Update date:2022-08-03
Topics:
Gage, Jennifer L.
Branchaud, Bruce P.
Cyclization of (5-N-pyrrolyl-2-hydroxypentyl)cobaloxime (13) proceeds by intramolecular electrophilic aromatic substitution of a cobaloxime π-cation onto the pyrrole ring to provide 6-exo cyclization product (14) in 95% yield. This cyclization is highly enantioselective. It is applied to a synthesis of highly enantioenriched (-)-tashiromine, (-)-21, and a formal synthesis of (+)-tashiromine.
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Doi:10.1021/jo962092+
(1997)Doi:10.1039/a703059b
(1997)Doi:10.1016/S0040-4020(97)00988-5
(1997)Doi:10.1007/BF02495925
(1997)Doi:10.1016/S0040-4039(97)10067-3
(1997)Doi:10.1002/ejoc.201301000
(2013)
