@article{d17ecef70e4a48b4b2381b03f7b991f4,
title = "Reactions of sodium borohydride in acidic media. Selective reduction of aldehydes with sodium triacetoxyborohydride",
abstract = "Aldehydes, but not ketones, are smoothly reduced to alcohols with sodium triacetoxyborohydride, prepared from sodium borohydride and acetic acid in benzene.",
author = "Gribble, {Gordon W.} and Ferguson, {Duncan C.}",
note = "Funding Information: J.C.S. CHEM. COMM., 1976 The remarkably mild reducing characteristics of NaBH-(OAc), may be attributed both to the bulky nature of the reagent and to the inductive electron-withdrawing ability of the three acetoxy groups (aI0~39)~which stabilize the boron-hydrogen bond. Although acyloxyborohydride species have been sporadic- ally mentioned in the literature6 ,8310 the synthetic potential for these reagents has never been realized. We thank the National Institutes of Health, Eli Lilly, and Merck, Sharp and Dohme for support, and the National Institute of General Medical Sciences for a Research Career Development Award (to G.W.G.). (Received, 6th May 1975; Cm.620.) 1 For previous paper in this series, see: G. ",
year = "1975",
doi = "10.1039/C39750000535",
language = "English (US)",
pages = "535--536",
journal = "Journal of the Chemical Society, Chemical Communications",
issn = "0022-4936",
publisher = "Royal Society of Chemistry",
number = "13",
}