Chiral phosphoric acid-governed anti-diastereoselective and enantioselective hetero-Diels-Alder reaction of glyoxylate.
A highly enantioselective anti-diastereoselective hetero-Diels-Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3' positions of binaphthyl has been developed. The diastereoselectivities presented are disparate to those previously reported for hetero-Diels-Alder reactions catalyzed by a chiral Lewis acid.
Momiyama
Norie
N
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Tabuse
Hideaki
H
Terada
Masahiro
M