Direct deoxygenation of α-hydroxy and α,β-dihydroxy ketones using a silyl lithium reagent

TitleDirect deoxygenation of α-hydroxy and α,β-dihydroxy ketones using a silyl lithium reagent
Publication TypeJournal Article
Year of Publication2023
AuthorsZade, VM, Gangnale, LD, Athawale, PR, D. Reddy, S
JournalJournal of Organic Chemistry
Volume88
Issue19
Pagination14227-14235
Date PublishedSEP
Type of ArticleArticle
ISSN0022-3263
Abstract

A reliable method for the one-step direct deoxygenation of alpha-hydroxy ketones has been developed using a silyl lithium reagent and acetic anhydride. The method is metal-catalyst-free and does not require prefunctionalization of the hydroxy group prior to its removal. Deoxygenation of different primary, secondary, and tertiary alcohols was carried out with up to 98% isolated yield. Additionally, double deoxygenation was achieved when the present method was applied to alpha,beta-dihydroxy ketones to access the corresponding enones in a single step.

DOI10.1021/acs.joc.3c01613
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.6

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

Add new comment