Synlett

Chemoselective reduction of aldehydes over ketones with sodium tris (hexafluoroisopropoxy) borohydride

Y Kuroiwa, S Matsumura, K Toshima

Index: Kuroiwa, Yasutaka; Matsumura, Shuichi; Toshima, Kazunobu Synlett, 2008 , # 16 p. 2523 - 2525

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Citation Number: 14

Abstract

We first slightly modified the preparation procedure of NaBH(HFIP) 3 reported by Singaram and Williamson. Thus, a mixture of NaBH 4 and an excess (6.0 equiv) of HFIP in dry THF (1 M for NaBH 4 ) was stirred at 0 ˚C for 15 hours, and then evaporated in vacuo in order to remove the excess HFIP and the solvent, THF, to give NaBH(HFIP) 3 as a white solid in almost quantitative yield. At this stage, we found that the solid NaBH(HFIP) 3 was too hygroscopic to be ...