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Synthesis of α-(aminoethyl)-α,β-enones via alkyne aza-Prins cyclization and their synthetic application to pyrrolidines. | LitMetric
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Synthesis of α-(aminoethyl)-α,β-enones via alkyne aza-Prins cyclization and their synthetic application to pyrrolidines.

Sho Amemiya Shingo Okemoto Akira Tsubouchi Akio Saito

Org Biomol Chem

Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan.

Published: April 2021

We developed a synthetic method for α-(aminoethyl)-α,β-enones from aryl-substituted homopropargyl sulfonamides and aldehydes, representing the first synthesis of conjugated enones via alkyne aza-Prins cyclization. These products could be converted into pyrrolidines by a formal 5-endo-trig cyclization.

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http://dx.doi.org/10.1039/d1ob00072aDOI Listing

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