手性有机催化的 N-硫氰酸基邻苯二甲酰亚胺对环状β-酮酯的直接α-硫氰化反应
Enantioselective Organocatalyzed Direct α-Thiocyanation of Cyclic β-Ketoesters by N-Thiocyanatophthalimide.
机构信息
School of Chemistry & Chemical Engineering , Beijing Institute of Technology , 5 South Zhongguancun Street , Haidian district, Beijing 100081 , China.
出版信息
Org Lett. 2018 Mar 16;20(6):1600-1603. doi: 10.1021/acs.orglett.8b00342. Epub 2018 Feb 23.
A new electrophilic thiocyanation reagent, N-thiocyanatophthalimide, was synthesized and applied to the first example of catalytic asymmetric electrophilic α-thiocyanation of various cyclic β-ketoesters by the bifunctional cinchona alkaloid catalysis. Thus, a variety of chiral α-thiocyanato β-ketoesters with a quaternary carbon center have been achieved in excellent yields (up to 99%) and high enantioselectivities (up to 94% ee) in a convenient manner.
一种新型的亲电硫氰化试剂 N-硫氰酸邻苯二甲酰亚胺被合成出来，并应用于双功能金鸡纳生物碱催化下，各种环状β-酮酯的首例催化不对称亲电α-硫氰化反应。因此，以一种方便的方式，以优异的收率（高达 99%）和高对映选择性（高达 94%ee）获得了多种具有季碳原子的手性α-硫氰酸根-β-酮酯。
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