ORGLIST:Reduction of aldoximes: preparation of NaBH2S3

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From: Andrea Giordano (giordano$##$embl.de)
Date: Wed Sep 10 2003 - 15:55:42 EDT

Dear all,

i am in the need of reducing an aromatic aldoxime to primary amine without
affecting a nitro group present in ortho and an ester in para on the ring. On
Fieser's (vol. 3, 264) sulfurated sodium borohydride is described as one
capable of reducing oximes but not nitro, nitrile, halogen or esterg groups.
It i also said that this reagent is prepared by the reaction of sodium
borohydride with sulfur in THF (25°, cooling).

Do you have any hints about the procedure to follow for its preparation? (it is
not sold).

Or do you also have in mind a feasible different reducing procedure for my task?

Thanks v.m.! 

-- 
Andrea Giordano
PhD student, Schultz group 
Gene Expression Program
EMBL
Meyerhofstrasse, 1 
69117 Heidelberg, Germany
tel: 0049 6221 387 498
fax: 0049 6221 387 206
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