jo8b01273_si_003.cif (15.1 kB)
Asymmetric Diels–Alder Reaction Involving Dynamic Enantioselective Crystallization
dataset
posted on 2018-05-28, 00:00 authored by Naohiro Uemura, Seiya Toyoda, Hiroki Ishikawa, Yasushi Yoshida, Takashi Mino, Yoshio Kasashima, Masami SakamotoAsymmetric
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.