Wang Bin, Liu Yuxin, Sun Cong, Wei Zhonglin, Cao Jungang, Liang Dapeng, Lin Yingjie, Duan Haifeng
Department of Organic Chemistry, College of Chemistry, Jilin University , 2699 Qianjin Street, Changchun 130012, China.
Org Lett. 2014 Dec 19;16(24):6432-5. doi: 10.1021/ol503264n. Epub 2014 Dec 9.
Bifunctional asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors have rarely been explored. The first quaternary ammonium type of these catalysts derived from cinchona alkaloids were readily prepared and found to be highly efficient catalysts for asymmetric nitro-Mannich reactions of amidosulfones. Compared with previous reports, very broad substrate generality was observed, and both enantiomers of the products were achieved in high enantio- and diastereoselectivity (90-99% ee, 13:1 to 99:1 dr).
带有多个氢键供体的双功能不对称相转移催化剂很少被研究。第一种由金鸡纳生物碱衍生的季铵型此类催化剂易于制备，并被发现是用于亚磺酰胺不对称硝基-Mannich反应的高效催化剂。与之前的报道相比，观察到底物普适性非常广泛，并且产物的对映体在高对映选择性和非对映选择性下均可得到（对映体过量90-99%，非对映体比例13:1至99:1）。
