Work

Lithium diisobutyl‐ tert ‐butoxyaluminum hydride promoted ester hydroboration: An efficient protocol under solvent‐free conditions at room temperature

Year: 2025

Type: article

Abstract: Ester‐to‐alcohol reductions under green conditions (low catalyst loadings, solvent‐free, room temperature, non‐toxic, minimal by‐products) are highly desirable in the organic‐synthesis field. In this context, we report the use of an aluminum‐based catalyst as a highly practical and robust method for hydroborating esters. Lithium diisobutyl‐ tert ‐butoxyaluminum hydride (LDBBA), a four‐coordinate lithium‐ion‐based aluminum hydride reagent, significantly reduces esters to their corresponding boronates in the presence of pinacolborane (HBpin) under extremely mild conditions. Furthermore, LDBBA was found to be superior to other examined aluminum hydrides. Gram‐scale hydroboration and chemoselective reduction reactions are also reported.

Source: Bulletin of the Korean Chemical Society

DOI: 10.1002/bkcs.70017

Authors: Hwan Hwi Kim, Hyun Ji Han, Ashok Kumar Jaladi, Duk Keun An

Institution: Kangwon National University

Language: English

Topic: Organoboron and organosilicon chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Research Foundation, National Research Foundation of Korea, Ministry of Science and ICT, South Korea

Awards: G1771544193, G6383043104