121506-22-7Relevant articles and documents
Practical preparation of α-hydroxy-β-amino ester units; Stereoselective synthesis of taxol side chain and norstatine
Hattori, Kouji,Yamamoto, Hisashi
, p. 2785 - 2792 (1994)
An asymmetric reaction of chiral imines with α-silyloxy ketene acetals mediated by chiral boron reagents is described. The key to its success is the use of the chiral boron complex prepared in situ from (R)- or (S)-binaphthol and B(OPh)3. Both diastereomers of α-hydroxy-β-amino ester units are successfully prepared with high selectivities by the chiral boron reagents depending on the geometry of the silyl ketene acetals. The optically pure anti α-hydroxy-β-amino ester is obtained from (E)-silyl ketene acetal, while the corresponding syn α-hydroxy-β-amino ester is obtained from (Z)- silyl ketene acetal. The method can be efficiently applied to the stereoselective synthesis of taxol C-13 side chain and the norstatine family.
Unique and efficient synthesis of [2S-(2R*,3S*,4R*)]-2-amino-1-cyclohexyl-6-methyl-3,4- heptanediol, a popular C-terminal component of many renin inhibitors
Schwindt, Mark A.,Belmont, Daniel T.,Carlson, Mark,Franklin, Lloyd C.,Hendrickson, Valerie S.,Karrick, Gregory L.,Poe, Russell W.,Sobieray, Denis M.,Van De Vusse, Jim
, p. 9564 - 9568 (2007/10/03)
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A Practical Synthesis of threo-3-Amino-2-hydroxycarboxylic Acids
Matsuda, Fuyuhiko,Mtsumoto, Teruyo,Ohsaki, Masako,Ito, Yoshio,Terashima, Shiro
, p. 360 - 365 (2007/10/02)
An expeditious synthesis of (2R,3S)-3-amino-4-cyclohexyl-2-hydroxybutyric acid (2) and (2S,3R)-3-amino-2-hydroxy-4-phenylbutyric acid (4), the key components of the renin inhibitor (1) and bestatin (3), respectively, have been accomplished by featuring hi