吡啶鎓 1,1'-联萘-2,2'-二磺酸盐作为对映选择性曼尼希型反应的高效手性布朗斯特酸碱复合盐催化剂。
Pyridinium 1,1'-binaphthyl-2,2'-disulfonates as highly effective chiral Brønsted acid-base combined salt catalysts for enantioselective Mannich-type reaction.
作者信息
Hatano Manabu, Maki Toshikatsu, Moriyama Katsuhiko, Arinobe Manabu, Ishihara Kazuaki
机构信息
Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya, 464-8603, Japan.
出版信息
J Am Chem Soc. 2008 Dec 17;130(50):16858-60. doi: 10.1021/ja806875c.
We have established, for the first time, a practical synthesis of chiral 1,1'-binaphthyl-2,2'-disulfonic acid (BINSA 1) from inexpensive BINOL. An efficient enantioselective catalysis in the Mannich-type reactions of diketones and ketoester equivalents with aldimines was developed using chiral 1-achiral 2,6-diarylpyridine (2) combined salts, which acted as convenient chiral tailor-made Brønsted acid-base organocatalysts in situ.
我们首次实现了从廉价的联萘酚出发，切实可行地合成手性1,1'-联萘-2,2'-二磺酸（BINSA 1）。利用手性1-非手性2,6-二芳基吡啶（2）的组合盐，开发了一种在二酮和酮酯类似物与醛亚胺的曼尼希型反应中高效的对映选择性催化方法，这些组合盐原位充当方便的手性定制布朗斯特酸碱有机催化剂。
Zotero 插件