Organic Letters 2008-08-21

Expedient synthesis of pyrrolo[1,2-a]indoles: preparation of the core of yuremamine.

Michael B Johansen, Michael A Kerr

Index: Org. Lett. 10(16) , 3497-500, (2008)

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Abstract

Pyrrolo[1,2- a]indoles are conveniently prepared from tetrahydro-1,2-oxazines, which in turn are generated through the reaction of nitrones with 1,1-cyclopropanediesters. The synthetic route proves to be highly diastereoselective and provides access to the core of the recently discovered pyrrolo[1,2- a]indole natural product yuremamine.