Catalytic Enantioselective Aldol-Type Reaction Using α-Fluorinated Enolates

被引：24

作者：

Gong, Yi ^{[1
]}

Yu, Jin-Sheng ^{[2
,3
]}

Hao, Yong-Jia ^{[1
]}

Zhou, Ying ^{[1
]}

Zhou, Jian ^{[1
,2
,3
,4
]}

机构：

[1] Guiyang Univ Chinese Med, Coll Pharm, Guiyang 550025, Guizhou, Peoples R China

[2] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, 3663 N Zhongshan Rd, Shanghai 200062, Peoples R China

[3] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, 3663 N Zhongshan Rd, Shanghai 200062, Peoples R China

[4] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 05期

关键词：

Catalytic asymmetric; aldol-type reaction; alpha-fluorinated enolate precursors; metal catalysis; organocatalysis; MUKAIYAMA-MANNICH REACTION; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; QUATERNARY STEREOGENIC CENTERS; SILYL ETHERS; DIFLUOROENOL SILYL; HIGHLY EFFICIENT; REFORMATSKY REACTION; ADDITION-REACTIONS; KETONES; ACCESS;

D O I：

10.1002/ajoc.201900071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active alpha-fluoroalkyl substituted alcohols are widely present in drugs and pharmaceutically active compounds. Catalytic enantioselective aldol-type reaction using fluorinated enolates constitutes a powerful method for the synthesis of alpha-fluorinated beta-hydroxy carbonyl compounds, which are versatile building blocks to access alpha-fluorinated alcohols bearing different functionalities through an array of transformations based on carbonyl group. This Focus Review summarizes recent achievements of the catalytic enantioselective aldol reactions using fluorinated enolates derived from five different types of precursors, discusses in detail the limitation of each method, and outlines synthetic opportunities still present.

引用

页码：610 / 626

页数：17

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