Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 8, Pages 3324-3327Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo050135t
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The intermolecular carbon radical addition to ketimines was investigated by using triethylborane as a radical initiator. The screening of reactive radical acceptors showed that pyruvic hydrazone 3 and isatin hydrazone 7 exhibit good reactivities toward nucleophilic alkyl radicals. The reaction of 3 and 7 proceeded effectively even under aqueous-medium reaction conditions. In the presence of BF3 center dot OEt2, the radical addition to chiral ketimine 11 proceeded with good diastereoselectivities.
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