Highly Enantioselective Construction of Multifunctional Silicon-Stereogenic Silacycles by Asymmetric Enamine Catalysis

被引:32
作者
Zhang, Xue-Xin [1 ]
Gao, Yang [1 ]
Zhang, Yan-Xue [1 ]
Zhou, Jian [1 ,2 ]
Yu, Jin-Sheng [1 ,2 ]
机构
[1] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[2] Hainan Normal Univ, Key Lab Trop Med Resource Chem, Minist Educ, Haikou 571158, Peoples R China
基金
中国国家自然科学基金;
关键词
Asymmetric Enamine Catalysis; Desymmetric Adolization; Fluoroalkyl; Silacycles; Silicon-Stereocenter; DIRECT ALDOL REACTIONS; AMINO-ACID; ORGANIC CATALYSIS; DESYMMETRIZATION; ORGANOCATALYSIS; FLUORINE; DERIVATIVES; STRATEGIES; MOLECULES; CHEMISTRY;
D O I
10.1002/anie.202217724
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the first highly enantioselective construction of silicon-stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization of prochiral siladials was thus developed for the facile access of multifunctional silicon-stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated for the diverse synthesis of silicon-stereogenic compounds, and for late-stage modification.
引用
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页数:7
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