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B-Alkylcatecholborane-Mediated Tandem Radical Conjugated Addition−Aldol Cyclization

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posted on 20.08.2009, 00:00 by Alice Beauseigneur, Cecilia Ericsson, Philippe Renaud, Kurt Schenk
A one-pot procedure involving radical conjugate addition of B-alkylcatecholboranes to enones followed by intramolecular aldol reaction is reported. Application to the stereoselective synthesis of monocyclic and bicyclic products with up to four contiguous stereogenic centers is presented.