5- and 6-Exo Radical Cyclizations of γ-Oxygenated-α,β-Unsaturated Sulfones
- 1 July 1996
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1996 (07) , 640-642
- https://doi.org/10.1055/s-1996-5543
Abstract
Bromo γ-oxygenated-α,β-unsaturated sulfones 1 and 2 underwent efficient 5- and 6-exo radical cyclizations, respectively, by reaction with Bu3SnH/AIBN without using slow addition techniques. The presence of a double bond joined to the oxygen, such as the OCH=CH-CO2Me moiety of substrates 5 and 6, allowed the preparation of [3.3.0] and [4.3.0] bicyclic compounds according to a tandem sequence based on two consecutive radical cyclizations.Keywords
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