Chemoselective reduction of aldehydes and ketones by potassium diisobutyl-t-butoxy aluminum hydride (PDBBA)

  • Kim, Joo Yeon
  • Shin, Won Kyu
  • Jaladi, Ashok Kumar
  • An, Duk Keun
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초록

t-Butoxy derivatives of DIBALH [lithium diisobutyl-t-butoxyaluminum hydride (LDBBA), sodium diisobutyl-t-butoxyaluminum hydride (SDBBA), and potassium diisobutyl-t-butoxyaluminum hydride (PDBBA)] were examined as chemoselective reducing agents of carbonyl compounds. Among them, PDBBA was found to be the most efficient for the reduction of aldehydes and ketones to the corresponding alcohols in the presence of ester, amide, and nitrile substituents at ambient temperature. In addition, the optimal conditions gave higher chemoselectivity for aldehydes in the presence of ketones. (C)2018 Published by Elsevier Ltd.

키워드

ChemoselectivityReductionPDBBAAldehydeKetoneEFFICIENT REDUCING AGENTDIBAL-H REDUCTIONORGANIC-COMPOUNDSCARBOXYLIC-ACIDSBUTOXYALUMINUM HYDRIDESELECTIVE REDUCTIONSSODIUM-BOROHYDRIDETERTIARY AMIDESLITHIUMESTERS
제목
Chemoselective reduction of aldehydes and ketones by potassium diisobutyl-t-butoxy aluminum hydride (PDBBA)
저자
Kim, Joo YeonShin, Won KyuJaladi, Ashok KumarAn, Duk Keun
DOI
10.1016/j.tet.2018.06.048
발행일
2018-08-02
유형
Article
저널명
Tetrahedron
74
31
페이지
4236 ~ 4241