Asymmetric Amplification Using Chiral Cocrystals Formed from Achiral Organic Molecules by Asymmetric Autocatalysis | Zendy

Kawasaki Tsuneomi | Zendy; Jo Kazumichi | Zendy; Igarashi Hirotaka | Zendy; Sato Itaru | Zendy; Nagano Masaki | Zendy; Koshima Hideko | Zendy; Soai Kenso | Zendy

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Asymmetric Amplification Using Chiral Cocrystals Formed from Achiral Organic Molecules by Asymmetric Autocatalysis

Author(s) -

Kawasaki Tsuneomi,

Jo Kazumichi,

Igarashi Hirotaka,

Sato Itaru,

Nagano Masaki,

Koshima Hideko,

Soai Kenso

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200462963

Subject(s) - autocatalysis , enantioselective synthesis , chemistry , phenanthridine , enantiomer , homochirality , chirality (physics) , molecule , enantiomeric excess , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , chiral symmetry breaking , nambu–jona lasinio model , physics , quantum mechanics , quark

Enantioselective addition of diisopropylzinc to a pyrimidine‐5‐carbaldehyde was induced by chiral cocrystals of achiral two‐component molecular crystals of tryptamine/ para ‐chlorobenzoic acid (see scheme) and 3‐indolepropionic acid/phenanthridine. This reaction, in conjunction with asymmetric autocatalysis, afforded a pyrimidyl alkanol in high enantiomeric excess.

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