Intramolecular C–H Functionalization of α-Alkyl-α-diazoesters toward the Synthesis of Lactones
Abstract
Intramolecular C–H functionalization was achieved using rhodium catalysis with α-alkyl-α-diazoesters. Dirhodium tetratriphenylacetate (Rh 2 (TPA) 4 ), a sterically bulky achiral catalyst, was found to enable the formation of lactones. Alkyl γ-lactones were synthesized in excellent yields and diastereoselectivity, and a diverse array of disubstituted lactones (γ, δ, and ε) were synthesized with good yields and diastereoselectivity. This chemistry was extended to intramolecular C–H insertion in late-stage functionalization with excellent regio- and diastereoselectivity.
Fields of Study & Subjects
Cyclopropane Reaction Mechanisms
Catalytic C–H Functionalization Methods
Synthesis and Catalytic Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 20
- Pages
- 6246–6250
- Publication date
- 12 May 2026
- Language
- EN