[HTML][HTML] Stereospecific syn-dihalogenations and regiodivergent syn-interhalogenation of alkenes via vicinal double electrophilic activation strategy

H Moon, J Jung, JH Choi, W Chung - Nature Communications, 2024 - nature.com
Whereas the conventional anti-dihalogenation of alkenes is a valuable synthetic tool with
highly predictable stereospecificity, the restricted reaction mechanism makes it challenging …

Stereospecific syn-dichlorination of allylic amines enabled by identification of a superior stereo-directing group

JK Im, JH Choi, W Chung - Communications Chemistry, 2024 - nature.com
Alteration of a well-established reaction mechanism for access to different molecular
structures is an inherently intriguing research subject. In that context, syn-stereospecific …

Enantioselective anti-Dihalogenation of Electron-Deficient Olefin: A Triplet Halo-Radical Pylon Intermediate

D Zhang, M Pu, Z Liu, Y Zhou, Z Yang… - Journal of the …, 2023 - ACS Publications
The textbook alkene halogenation reaction establishes straightforward access to vicinal
dihaloalkanes. However, a robust catalytic method for dihalogenizing electron-deficient …

Urea group-directed organocatalytic asymmetric versatile dihalogenation of alkenes and alkynes

S Wu, SH Xiang, S Li, WY Ding, L Zhang, PY Jiang… - Nature Catalysis, 2021 - nature.com
The textbook alkene halogenation reaction establishes straightforward access to vicinal
dihaloalkanes. However, robust catalytic methods to perform dihalogenation in a …

Enantioselective dihalogenation of alkenes

J Bock, S Guria, V Wedek… - Chemistry–A European …, 2021 - Wiley Online Library
The dihalogenation of alkenes is one of the classic reactions in organic chemistry and a
prime example of an electrophilic addition reaction. The often observed anti‐selectivity in …

Ambiphilic Reactivity of SF5‐Alkynes Applied to Regioselective and Stereodivergent Halogenation Reactions: An Experimental and Theoretical Case Study

D Matchavariani, L Popek… - Advanced Synthesis …, 2024 - Wiley Online Library
We explored the ambiphilic reactivity of SF5‐alkynes, and we proved they can act as both
nucleophiles and electrophiles. We selected halogenation reactions as benchmark …

Catalytic, stereospecific syn-dichlorination of alkenes

AJ Cresswell, STC Eey, SE Denmark - Nature chemistry, 2015 - nature.com
As some of the oldest organic chemical reactions known, the ionic additions of elemental
halogens such as bromine and chlorine to alkenes are prototypical examples of …

Metal-free meta-halogenation of cyclic diaryliodonium salts via aryne intermediates

H Jiang, M Liu, Z Ye, Z Song, Y Wu… - Organic Chemistry …, 2023 - pubs.rsc.org
Transition metal-catalyzed ortho-functionalization of cyclic diaryliodonium salts has been
well developed. Herein we present a transition-metal free meta-halogenation of readily …

Widely applicable (radio) dihalogenation of alkynes and alkenes using two different nucleophilic alkali metal halides

S Liu, Y Zhang, K Gong, X Zeng, F Xie, B Xu… - Organic Chemistry …, 2022 - pubs.rsc.org
We have developed a hydrogen bond network-assisted highly regio-and stereoselective
(radio) dihalogenation of alkynes and alkenes using two nucleophilic alkali metal salts …

Catalytic, stereoselective dihalogenation of alkenes: challenges and opportunities

AJ Cresswell, STC Eey… - Angewandte Chemie …, 2015 - Wiley Online Library
Although recent years have witnessed significant advances in the development of catalytic,
enantioselective halofunctionalizations of alkenes, the related dihalogenation of olefins to …