Triethylborane-induced intermolecular radical addition to ketimines.
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 BF(3).OEt(2), the radical addition to chiral ketimine 11 proceeded with good diastereoselectivities.
Miyabe
Hideto
H
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Yamaoka
Yousuke
Y
Takemoto
Yoshiji
Y