These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
3 files

A Transient Directing Group Strategy Enables Enantioselective Multicomponent Organofluorine Synthesis

submitted on 07.01.2021, 17:29 and posted on 08.01.2021, 13:04 by Zhonglin Liu, Lucas Oxtoby, Mingyu Liu, Zi-Qi Li, Van Tran, Yang Gao, Keary Engle
The vicinal fluorofunctionalization of alkenes represents an expedient strategy for converting feedstock olefins into valuable fluorinated molecules and as such has garnered significant attention from the synthetic community; however, current methods remain limited in terms of scope and selectivity. Here we report the site-selective palladium-catalyzed three-component coupling of alkenylbenzaldehydes, arylboronic acids, and N-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate facilitated by a transient directing group. The synthetically enabling methodology constructs vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities, forging products that map onto bioactive compounds.


Combinatorial, Catalytic Functionalization of Alkenes and Alkynes

National Institute of General Medical Sciences

Find out more...


RCSA (Cottrell Scholars Program)

Shanghai Institute of Organic Chemistry Postdoctoral Fellowship


Email Address of Submitting Author


The Scripps Research Institute


United States

ORCID For Submitting Author


Declaration of Conflict of Interest

No conflict of interest to declare.