Thieme Chemistry Journals Awardees - Where Are They Now? Chiral Sulfinamide Ligands and Pd-Catalyzed Asymmetric Allylic Alkylations of Ethyl 2-Fluoroacetoacetate

被引：6
|
作者：
Zhao, Mingzhu [1 ]
Tian, Yawei [1 ]
Zhao, Xiaoming [1 ,2 ]
机构：
[1] Tongji Univ, Shanghai Key Lab Chem Assessment & Sustainabil, Sch Chem Sci & Engn, Shanghai 200092, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Organofluorine Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China
来源：
SYNLETT | 2017年 / 28卷 / 14期
基金：
美国国家科学基金会;
关键词：
sulfinamide ligand; allylation; palladium; enantioselectivity; fluorinated allylproduct; TRANSITION-METAL CATALYSIS; ENANTIOSELECTIVE SYNTHESIS; DIMETHYL; 2-FLUOROMALONATE; ALLYLATION REACTION; OLEFIN LIGANDS; MBH CARBONATES; DERIVATIVES; SULFOXIDES; FLUORINE; SUBSTITUTION;
D O I：
10.1055/s-0036-1589033
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New chiral sulfinamide ligands made from salicylic acids and chiral tert-butanesulfinamide was utilized in Pd-catalyzed asymmetric allylic substitutions of ethyl 2-fluoroacetoacetate, which afforded the fluorinated allyl products with up to 98% yield, 94% ee, and 2.2: 1 dr. Both sulfoxide and hydroxyl group on the sulfanilamide ligands are crucial for enantiocontrol in the Pd-catalyzed allylic alkylations of ethyl 2-fluoroacetoacetate.
引用
收藏
页码：1801 / 1806
页数：6
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