Convenient procedures for the asymmetric reductions utilizing α,α-diphenyl- pyrrolidinemethanol and borane complexes generated using the I2/NaBH4 system

Periasamy, Mariappan ; Bhaskar Kanth, J. V. ; Bhanu Prasad, A. S. (1994) Convenient procedures for the asymmetric reductions utilizing α,α-diphenyl- pyrrolidinemethanol and borane complexes generated using the I2/NaBH4 system Tetrahedron, 50 (21). pp. 6411-6416. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)80657-8

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. Formation of the oxazaborolidine in situ in the reaction of α,α-diphenylpyrrolidine-methanol and B2H6 is facilitated by N,N-diethy.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:37262
Deposited On:25 Apr 2011 08:03
Last Modified:25 Apr 2011 08:03

Repository Staff Only: item control page