Regio- and enantioselective catalytic cyclization of pyrroles onto N-acyliminium ions |
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Authors: | Raheem Izzat T Thiara Parvinder S Jacobsen Eric N |
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Affiliation: | Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA. |
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Abstract: | The regio- and enantioselective cyclization of pyrroles onto N-acyliminium ions generated in situ from hydroxylactams is reported. Modest to excellent ee's and yields are obtained in these novel Pictet-Spengler-type reactions with a chiral thiourea-pyrrole catalyst. Useful synthetic transformations of the versatile pyrroloindolizidinone and pyrroloquinolizidinone products are presented. |
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