Work

Unified Hydrogen Atom Transfer Approach To Construct Vicinal Functionality

Year: 2025

Type: article

Abstract: Due to their prevalence in pharmaceuticals and natural products, vicinally functionalized motifs are highly sought-after. Traditionally, these fragments are synthesized from alkene precursors via oxidation reactions. However, complementary syntheses via a C-C bond-forming approach are underexplored. Herein, we disclose a unified approach for accessing these motifs by acetal reagents made from affordable, prefunctionalized starting materials. We have demonstrated the wide applicability of this methodology to a variety of molecularly complex substrates. Additionally, the coupled products can be employed in one-pot cyclizations to synthesize a variety of lactones.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c04767

Authors: Justin J. Chang, Munnu Kumar, Misato Okamoto, Emily S. Vergara-Pimentel, Daniel K. Kim

Institution: Temple University

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Temple University, National Institute of General Medical Sciences