Organic Letters 2002-08-22

Concise total synthesis of (+/-)-aloperine and 6-epi-aloperine.

Daniele Passarella, Marco Angoli, Alessandra Giardini, Giordano Lesma, Alessandra Silvani, Bruno Danieli

Index: Org. Lett. 4(17) , 2925-8, (2002)

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Abstract

[reaction: see text] Total synthesis of aloperine and 6-epi-aloperine is reported. The crucial steps of the synthetic strategy are an aza-annulation reaction and an intermolecular Diels-Alder reaction. The synthetic plan proceeds from commercially available piperidine-2-ethanol.