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Title: Asymmetric Neber Reaction in the Synthesis of Chiral 2-(Tetrazol-5-yl)-2H-Azirines
Authors: Alves, Cláudia
Grosso, Carla
Barrulas, Pedro
Paixão, José
Cardoso, Ana
Burke, Anthony
Lemos, Américo
Pinho e Melo, Teresa
Keywords: Organocatalysis
Issue Date: 2020
Publisher: Synlett
Abstract: A successful one-pot methodology for the synthesis of chiral 2-tetrazolyl-2H-azirines has been established, resorting to organocatalysis. The protocol involves the in situ tosylation of β-ketoxime-1H-tetrazoles followed by the Neber reaction, in the presence of chiral organocatalysts. Among the organocatalysts studied a novel thiourea catalyst derived from 6β-aminopenicillanic acid afforded excellent enantioselectivities.
Type: article
Appears in Collections:HERCULES - Publicações - Artigos em Revistas Internacionais Com Arbitragem Científica

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