New protocols for the assembly of the tetracyclic framework associated with the aromatic erythrina alkaloids |
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Authors: | Stanislawski Pauline C Willis Anthony C Banwell Martin G |
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Institution: | Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra. |
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Abstract: | reaction: see text] 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 beta-iodoethyl derivative 20 and treatment of this latter compound with n-Bu(3)SnH then afforded, in 93% yield and via a radical addition/elimination sequence, compound 2 incorporating the ABCD framework of the aromatic erythrina alkaloids. |
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