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Daniele Leonori

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Organization: University of Bristol
Department: School of Chemistry
Title:
Concise Synthesis of (+)-allo-Kainic Acid via MgI2-Mediated Tandem Aziridine Ring Opening–Formal [3 + 2] Cycloaddition
Co-reporter:Giada Arena, C. Chun Chen, Daniele Leonori, and Varinder K. Aggarwal
Organic Letters 2013 Volume 15(Issue 16) pp:4250-4253
Publication Date(Web):August 2, 2013
DOI:10.1021/ol4020333
3-Methyl vinyl aziridine undergoes a mild MgI2-promoted SN2′ ring opening and concomitant cyclization with fumarate Michael acceptors to give trisubstituted pyrrolidines. The process is efficient and highly diastereoselective. This methodology has been applied to a concise asymmetric synthesis of (+)-allo-kainic acid.
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