Stanislawski Pauline C, Willis Anthony C, Banwell Martin G
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra.
Org Lett. 2006 May 11;8(10):2143-6. doi: 10.1021/ol060642c.
[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.