%0 Generic
%A Uemura, Naohiro
%A Toyoda, Seiya
%A Ishikawa, Hiroki
%A Yoshida, Yasushi
%A Mino, Takashi
%A Kasashima, Yoshio
%A Sakamoto, Masami
%D 2018
%T Asymmetric Diels–Alder
Reaction Involving Dynamic
Enantioselective Crystallization
%U https://acs.figshare.com/articles/dataset/Asymmetric_Diels_Alder_Reaction_Involving_Dynamic_Enantioselective_Crystallization/6483977
%R 10.1021/acs.joc.8b01273.s003
%2 https://acs.figshare.com/ndownloader/files/11922026
%K adduct
%K reaction mixture
%K glass beads
%K attrition-enhanced deracemization
%K Asymmetric
%K Diel
%K conglomerate crystal
%K exo
%K hexane solution
%K prochiral 2- methylfuran
%K achiral conditions
%X Asymmetric
Diels–Alder reaction was achieved under achiral
conditions. Reaction of prochiral 2-methylfuran and N-phenylmaleimide in heptane or hexane solution at 80 °C efficiently
gave a conglomerate crystal of exo-type Diels–Alder
adduct selectively, and continuous suspension of the reaction mixture
with glass beads promoted attrition-enhanced deracemization, leading
to an optically active exo-adduct in 90% ee.
%I ACS Publications