Palladium‐Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of <i>N</i>‐Substituted Glycine Ethyl Esters with <i>α</i>‐(Trifluoromethyl)alkenyl Acetates-Reference-Cited by-同舟云学术

Palladium‐Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of N‐Substituted Glycine Ethyl Esters with α‐(Trifluoromethyl)alkenyl Acetates

Published:2023-08-22 Issue:36 Volume:26 Page:
ISSN:1434-193X
Container-title:European Journal of Organic Chemistry
language:en
Short-container-title:Eur J Org Chem

Author:

Zhang Shuaibo¹,Li Dong¹,Wang Bangzhong¹,Sun Wuding¹,Ma Haojun¹,Di Kai²,Sun Luyang²,Zhao Jinfeng³,Qu Jingping²^ORCID,Zhou Yuhan¹^ORCID

Affiliation:

1. State Key Laboratory of Fine Chemicals Department of Pharmaceutical Sciences School of Chemical Engineering Dalian University of Technology 2 Linggong road Dalian 116024 P. R. China

2. State Key Laboratory of Fine Chemicals School of Chemical Engineering Dalian University of Technology 2 Linggong road Dalian 116024 P. R. China

3. Instrumental Analysis Center Dalian University of Technology 2 Linggong road Dalian 116024 P. R. China

Abstract

AbstractAn efficient strategy for asymmetric trifluoromethylated allylic alkylation of easily available N‐substituted glycine ethyl esters with α‐(trifluoromethyl)alkenyl acetates has been developed. Catalyzed by a [Pd(C3H5)Cl]2/(R)‐BINAP, various trifluoromethyl‐containing N‐substituted glycine ethyl ester derivatives are afforded with good yields and excellent enantioselectivities. The product can be readily converted into diverse fluoro‐substituted species, which shows the practicability of this method.

Funder

National Natural Science Foundation of China

Dalian Science and Technology Innovation Fund

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Reference82 articles.

1. For some reviews see:

2. Metal-Catalyzed Enantioselective Allylation in Asymmetric Synthesis

3. Catalytic asymmetric allylic alkylation employing heteroatom nucleophiles: a powerful method for C–X bond formation

4. Allylic Alkylations with Enamine Nucleophiles

5. Iridium-Catalyzed Asymmetric Allylic Substitution Reactions

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