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Synthesis 2009(19): 3243-3250
DOI: 10.1055/s-0029-1216951
DOI: 10.1055/s-0029-1216951
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkAn Efficient Synthetic Route for Pyrrolizinone Synthesis through Functionalized C-Alkylpyrroles
Further Information
Received
21 January 2009
Publication Date:
21 August 2009 (online)
Publication History
Publication Date:
21 August 2009 (online)
Abstract
Regioselective addition of pyrrole to methyl 3-aryl-2-cyanoacrylates was achieved, in high yields, with copper(II) triflate as the catalyst in toluene. C-Alkylated pyrroles afforded novel pyrrolizin-3-ones, in good to high yields and high diastereomeric ratio by an intramolecular cyclization reaction under mild reaction conditions.
Key words
pyrrole - pyrrolizine - cyclizations - Michael additions - metal triflates
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