Phase transfer catalyzed process for borohydride reductions of c

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568814, 568844, 568861, 568863, 568864, 568880, C07C 2914, C07C 2704

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active

049122657

ABSTRACT:
A process for the reduction of carbonyl compounds by an alkali or alkaline-earth metal borohydride in the presence of a phase transfer catalyst which is an N-benzyl-N,N-bis (2-hydroxyethyl)cocoammonium halide.

REFERENCES:
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patent: 2874165 (1959-02-01), Brown
patent: 3992432 (1976-11-01), Napier et al.
patent: 4107099 (1978-08-01), Hedge
Phase Transfer Catalysis, E. V. Dehmlow & S. S. Dehmlow, Verlag Chemie, 1980, Chapter 3, pp. 52-55.
Phase Transfer Catalysis-Principles & Techniques, C. M. Starke & C. Liotta, Academic Press, 1978, pp. 60 & 64.
"N-Dodecyl-N-Methylephedrinium Bromide: A Specific Catalyst for the Borohydride Reduction of Carbonyl Compounds Under Phase Transfer Conditions", Stefano Colonna and Roberto Fornasier, Synthesis, Aug., 1975, p. 531.
"Asymmetric Induction in the Borohydride Reduction of Carbonyl Compounds by Means of a Chiral Phase Transfer Catalyst", Jose Balcells, Stefano Colonna, Roberto Fornasier, Synthesis, Apr., 1976, p. 266.
"Asymmetric Induction in The Borohydride Reduction of Carbonyl Compounds by Means of Chiral Phase-Transfer Catalysts, Part 2", Stefano Colonna & Robert Fornasier, J.C.S. Perkin Trans I, 1978, p. 371.
"Asymmetric Reduction of Ketones by Phase Transfer Catalysis", J. P. Massee & E. R. Parayre, J.C.S. Chem. Comm., 1976, p. 438.

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