Convenient procedures for the asymmetric reductions utilizing α,α-diphenyl- pyrrolidinemethanol and borane complexes generated using the I2/NaBH4system

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Abstract

Syntheses of oxazaborolidine in situ in benzene using α,α-diphenylpyrrolidinemethanol and diborane, generated from the iodine-sodium borohydride system are described. The oxazaboro- lidine (10 mole%), generated by the reaction of α,α-diphenylpyrrolidinemethanol and diborane in benzene followed by heating with N,N-diethylaniline, in combination with boranetetrahydrofuran complex reduces acetophenone to 1-phenylethanol in 94.7% ee. © 1994.

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Periasamy, M., Kanth, J. V. B., & Prasad, A. S. B. (1994). Convenient procedures for the asymmetric reductions utilizing α,α-diphenyl- pyrrolidinemethanol and borane complexes generated using the I2/NaBH4system. Tetrahedron, 50(21), 6411–6416. https://doi.org/10.1016/S0040-4020(01)80657-8

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