jo5b02422_si_002.cif (23.48 kB)
NHC-Ag(I)-Catalyzed Three-Component 1,3-Dipolar Cycloaddition To Provide Polysubstituted Dihydro-/Tetrahydrofurans
dataset
posted on 2015-12-18, 00:00 authored by Yi-Fei Liu, Zhen Wang, Jin-Wei Shi, Bai-Ling Chen, Zhi-Gang Zhao, Zili ChenA new
method was developed to synthesize polyfunctionalized dihydrofuran
and tetrahydrofuran derivatives from the three-component [2 + 2 +
1] cycloaddition of the diazoesters with aryl/alkenyl aldehydes and
alkyne/olefin dipolarophiles by using a Ag(I) N-heterocyclic
carbene complex as the catalyst. A carbonyl ylide intermediate was
generated, which undertook an endo-type 1,3-dipolar
cycloaddition to provide the desired dihydro-/tetrahydrofurans in
high regio- and diastereoselectivities by using α-aryl or α-alkenyl
diazoesters.