The catalytic asymmetric Abramov reaction.
The first catalytic enantioselective Abramov reaction is described. The process is based on the utilization of a chiral disulfonimide catalyst, which efficiently avoids the difficulties encountered with metal-based catalysts. Several functionalized α-hydroxy phosphonates were synthesized in good yields and with excellent enantiomeric ratios of up to >99:1. The process was shown to be scalable and up to 1 g of starting material could be employed under mild reaction conditions.
Max-Planck-Institut für Kohlenforschung, Kaiser Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
Joyram
J
Guin
Qinggang
Q
Wang
Manuel
M
van Gemmeren
Benjamin
B
List
Abramov reaction; disulfonimides; hydrophosphonylations; organocatalysis; α-hydroxy phosphonates