2002 organo-boron compounds

organo-boron compoundsS 0040

06 - 188Stereoselective Addition of Acetone to the C=N Bond of [4.3.0]Boron Heterobicycles. — New boron heterocycles (III), prepared byreaction of equimolar amounts of iminodiphenols (I) with phenylboronic acid inTHF, undergo an acetolysis reaction to give the corresponding dioxazaborocines(V), containing all substituents (H–N, Ph, CH2COMe) in a cis configuration,in good yields. It is found that the coordination of the nitrogen atom to boronin derivatives (III) is responsible for the polarization of the C=N bond andfor the stereoselective reaction with acetone. By change from THF to EtOHas solvent in the reaction of iminophenol (Id) with acid (II), compound (VII)is formed. — (BARBA, VICTOR; CUAHUTLE, DAMIAN; SANTILLAN,ROSA; FARFAN, NORBERTO; Can. J. Chem. 79 (2001) 8, 1229-1237; Dep.Quim., Cent. Invest. Estud. Avanzados, Inst. Politec. Nac., 07000 Mexico,Mex.; EN)

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