Assembly State of Catalytic Modules as Chiral Switches in Asymmetric Strecker Amino Acid Synthesis
Author(s)
Kato, Nobuki
Mita, Tsuyoshi
Kanai, Motomu
Kawano, Masaki
Yamaguchi, Kentaro
Danjo, Hiroshi
Sei, Yoshihisa
Sato, Akihiro
Furusho, Sanae
Shibasaki, Masakatsu
Date issued
2006
In
J. Am. Chem. Soc.
Vol
21
No
128
From page
6768
To page
6769
Subjects
asym Strecker amino acid synthesis catalyst rare earth complex chiral switch catalyst asym Strecker amino acid synthesis crystal structure gadolinium lanthanum complex catalyst Strecker reaction
Abstract
Self-assembled chiral polymetallic complexes often demonstrate novel properties as asym. catalysts. We report the three-dimensional structures of two such asym. catalysts (crystals A and B) for Strecker ?,?-disubstituted amino acid synthesis. These complexes are constructed via assembly of the same chiral modules derived from D-glucose, but their assembly modes differ. The enantioselectivity in the Strecker reaction was dramatically switched, depending on which assembly mode was used. These findings provide insight into the functional importance of higher-order structures of an artificial catalyst. [on SciFinder(R)]
Publication type
journal article