Tetrahedron Letters p. 3647 - 3650 (1997)
Update date:2022-08-03
Topics:
Pattenden, Gerald
Wiedenau, Paul
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.
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Doi:10.1021/ja971261k
(1997)Doi:10.1016/S0960-894X(99)00616-2
(2000)Doi:10.1016/S0031-9422(02)00683-0
(2003)Doi:10.1021/ja01029a030
(1969)Doi:10.1016/S0040-4020(97)00474-2
(1997)Doi:10.1007/BF02494387
(1997)
