Chemoselective reduction of aldehydes and ketones by potassium diisobutyl-t-butoxy aluminum hydride (PDBBA). Issue 31 (2nd August 2018)

• Record Type: Journal Article
• Authors: Kim, Joo Yeon; Shin, Won Kyu; Jaladi, Ashok Kumar; An, Duk Keun
• Is Part Of: Tetrahedron. Volume 74:Issue 31(2018)
• Page Start: 4236
• Page End: 4241
• Publication Date: 2018-08-02
• Subjects: Chemoselectivity -- Reduction -- PDBBA -- Aldehyde -- Ketone; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.06.048
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: 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. Graphical abstract: Image 1