10.1021/acs.joc.6b00643.s001
Weiming Hu
Weiming
Hu
Song Sun
Song
Sun
Jiang Cheng
Jiang
Cheng
Formal [3 + 2] Reaction
of α,α-Diaryl
Allylic Alcohols with <i>sec</i>-Alcohols: Proceeding with
Sequential Radical Addition/Migration toward 2,3-Dihydrofurans Bearing
Quaternary Carbon Centers
American Chemical Society
2016
sec
migration
electron density
access oxaspiro compounds
dehydration process
cyclic reactions
group tolerance
novel method
aryl
2016-05-02 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Formal_3_2_Reaction_of_Diaryl_Allylic_Alcohols_with_i_sec_i_Alcohols_Proceeding_with_Sequential_Radical_Addition_Migration_toward_2_3_Dihydrofurans_Bearing_Quaternary_Carbon_Centers/3369898
An unprecedented
TBHP-promoted formal [3 + 2] annulation of <i>sec</i>-alcohols
with α,α-diaryl allylic alcohols
has been developed, leading to 2,3-dihydrofurans in moderate to excellent
yields with good functional group tolerance. This procedure involves
sequential radical addition, 1,2-aryl migration, and a dehydration
process, where the migration of aryl with lower electron density is
favored. Notably, cyclic reactions with <i>sec</i>-alcohols
also ran smoothly, providing a novel method to access oxaspiro compounds.