Organic letters

New protocols for the assembly of the tetracyclic framework associated with the aromatic erythrina alkaloids

PC Stanislawski, AC Willis, MG Banwell

Index: Stanislawski, Pauline C.; Willis, Anthony C.; Banwell, Martin G. Organic Letters, 2006 , vol. 8, # 10 p. 2143 - 2146

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Citation Number: 37

Abstract

Treatment of the anion derived from the ring-fused gem-dichlorocyclopropane 4c with silver tetrafluoroborate afforded the spirocyclic compound 17 in 74% yield. Product 17 was readily converted, over three steps, into the β-iodoethyl derivative 20 and treatment of this latter compound with n-Bu3SnH then afforded, in 93% yield and via a radical addition/elimination sequence, compound 2 incorporating the ABCD framework of the aromatic erythrina ...