Organocatalytic Enantioselective Construction of Axially Chiral Sulfone-Containing Styrenes

被引:212
|
作者
Jia, Shiqi [1 ]
Chen, Zhili [1 ]
Zhang, Nan [1 ]
Tan, Yu [1 ]
Liu, Yidong [1 ]
Deng, Jun [1 ]
Yan, Hailong [1 ]
机构
[1] Chongqing Univ, Sch Pharmaceut Sci, Chongqing Key Lab Nat Prod Synth & Drug Res, Chongqing 401331, Peoples R China
关键词
BIOLOGY-ORIENTED SYNTHESIS; BIARYL NATURAL-PRODUCTS; ASYMMETRIC CATALYSIS; ATROPOSELECTIVE SYNTHESIS; KINETIC RESOLUTION; MANNICH REACTION; OLEFIN LIGANDS; DIENE LIGANDS; BOND DONORS; ALKYLATION;
D O I
10.1021/jacs.8b03211
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe herein an organocatalytic enantioselective approach for the construction of axially chiral sulfone-containing styrenes. Various axially chiral sulfone-containing styrene compounds were prepared with excellent enantioselectivities (up to >99% ee) and almost complete E/Z selectivities (>99% E/Z). Furthermore, the axially chiral sulfone-containing styrenes could be easily converted into phosphonic acid and S/P ligands, which could be potentially used as organocatalysts or ligands in asymmetric catalysis.
引用
收藏
页码:7056 / 7060
页数:5
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