- Enantioselective synthesis induced by chiral crystal composed of DL-serine in conjunction with asymmetric autocatalysis.
Enantioselective synthesis induced by chiral crystal composed of DL-serine in conjunction with asymmetric autocatalysis.
Organic letters (2011-03-26)
Tsuneomi Kawasaki, Taisuke Sasagawa, Kazuya Shiozawa, Mizuki Uchida, Kenta Suzuki, Kenso Soai
PMID21434610
ABSTRACT
Asymmetric autocatalysis initiated by chiral crystals containing racemic DL-serine was achieved. P- and M-crystals of DL-serine acted as the source of chirality of asymmetric autocatalysis to afford highly enantioenriched (>99.5% ee) (S)- and (R)-pyrimidylalkanols after the amplification of ee. This is the first example of the usage of the crystal, which contains the same number of D- and L-enantiomers as an origin of chirality in enantioselective synthesis.
MATERIALS