Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones

被引：13

作者：

Zhu, Yi ^{[1
,2
]}

Ni, Yifan ^{[1
]}

Lu, Chenxi ^{[3
]}

Wang, Xiaochen ^{[1
]}

Wang, Yi ^{[1
]}

Xue, Xiao-Song ^{[3
]}

Pan, Yi ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Adv Organ Mat, State Key Lab Coordinat Chem, Nanjing 210023, Peoples R China

[2] Jiangnan Univ, Sch Chem & Mat Engn, Key Lab Synthet & Biol Colloids, Minist Educ, Wuxi 214122, Jiangsu, Peoples R China

[3] Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 07期

基金：

中国国家自然科学基金;

关键词：

DIRECT GENERATION; MBH CARBONATES; ALLYLATION; REAGENTS; FLUORINATION; ACCESS; ALDOL;

D O I：

10.1021/acs.orglett.1c00329

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of alpha-CF3 enolates allows for expeditious access to functionalized chiral building blocks with CF3-containing stereogenicity. The computational studies reveal that the choice of ligand in a designed palladium-complex system regulates the regioselectivity and stereoselectivity of the asymmetric allylic alkyation of alpha-CF3 ketones and Morita-Baylis-Hillman adducts.

引用

页码：2443 / 2448

页数：6

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