Practical synthesis of 1-aryl-6-(hydroxymethyl)-2-ketopiperazines via a 6-exo amide-epoxide cyclization.
[reaction: see text] Chiral 1-aryl-6-(hydroxymethyl)-2-ketopiperazines can be prepared via an operationally simple, 6-exo epoxide ring-opening cyclization to form the ketopiperazine C6-N1 bond in high yields and with excellent enantiomeric purity.
Powell
Noel A
NA
Pfizer Global Research & Development, Michigan Laboratories, 2800 Plymouth Road, Ann Arbor, Michigan 48105, USA. noel.powell@pfizer.com
Ciske
Fred L
FL
Clay
Emma C
EC
Cody
Wayne L
WL
Downing
Dennis M
DM
Blazecka
Peter G
PG
Holsworth
Daniel D
DD
Edmunds
Jeremy J
JJ