Chemoselective reduction of aldehydes via a combination of NaBH4 and acetylacetone

Guoqing Sui; Qingyun Lv; Xiaoqing Song; Huihui Guo; Jiatong Dai; Li Ren; Chi-Sing Lee; Wenming Zhou; Hong-Dong Hao

doi:10.1039/C9NJ03210J

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Chemoselective reduction of aldehydes via a combination of NaBH₄ and acetylacetone†

Guoqing Sui,^abc Qingyun Lv,^a Xiaoqing Song,^a Huihui Guo,^a Jiatong Dai,^a Li Ren,^a Chi-Sing Lee,

^d Wenming Zhou*^a and Hong-Dong Hao

*^abc

Author affiliations

* Corresponding authors

^a Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi 712100, China
E-mail: hongdonghao@nwafu.edu.cn

^b State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Science, Shanghai 200032, China

^c Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University, Shenzhen Graduate School, Shenzhen 518055, China

^d Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong SAR, China

Abstract

A bench-stable combination of NaBH₄-acetylacetone was developed for the efficient chemoselective reduction of aldehydes in the presence of ketones. This method offers a useful synthetic protocol for distinguishing carbonyl reaction sites, and its synthetic utility is reflected by its moisture tolerance and high efficiency in a variety of complex settings.

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Article information

DOI: https://doi.org/10.1039/C9NJ03210J
Article type: Paper
Submitted: 21 Jun 2019
Accepted: 08 Sep 2019
First published: 09 Sep 2019

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New J. Chem., 2019,43, 15793-15796

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Chemoselective reduction of aldehydes via a combination of NaBH₄ and acetylacetone

G. Sui, Q. Lv, X. Song, H. Guo, J. Dai, L. Ren, C. Lee, W. Zhou and H. Hao, New J. Chem., 2019, 43, 15793 DOI: 10.1039/C9NJ03210J

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