191795-64-9Relevant articles and documents
Cascade radical cyclisations with vinylcyclopropane electrophores
Pattenden, Gerald,Wiedenau, Paul
, p. 3647 - 3650 (2007/10/03)
Treatment of the polyene iodide 3, containing a vinylcyclopropane electrophore, with tris-(trimethylsilyl)silane (TTMSS)-AIBN gave 6 and 7 (2:1, 65%) resulting from a radical cascade 13-endo macrocyclisation followed by successive 6-exo/5-exo transannular cyclisations. In a similar manner, the iodo vinylcyclopropane 12a underwent triple cyclisation to a mixture of diastereoisomers of the oestrone analogue 14 (~ 16%), but the vinylcyclopropyl ester 9a gave only the product 11 of macrocyclisation on treatment with TTMSS-AIBN.