Cu-NHC-Catalyzed Enantioselective Conjugate Silyl addition to Indol-1-ylacrylate Derivatives

Jun Jian Shen; Qian Gao; Guangzhu Wang; Min Tong; Lili Chen; Senmiao Xu

doi:10.1002/slct.201903570

Cu-NHC-Catalyzed Enantioselective Conjugate Silyl addition to Indol-1-ylacrylate Derivatives

Jun Jian Shen^*
, Qian Gao
, Guangzhu Wang
, Min Tong
, Lili Chen
, Senmiao Xu

^*Corresponding author for this work

CAS - Lanzhou Institute of Chemical Physics

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

Cu-catalyzed enantioseletive conjugate addition of a dimethylphenylsilyl group to indol-1-ylacrylate derivatives was established using N-Heterocyclic Carbenes (NHCs) as the ligands. The reaction was efficient for a wide range of indole derivatives bearing eletron-donating and electron-withdrawing group, and proceeded under mild condition. Good levels of enantioselectivity were also observed for diverse carbonyl derivatives.

Original language	English
Pages (from-to)	11358-11361
Number of pages	4
Journal	ChemistrySelect
Volume	4
Issue number	38
DOIs	https://doi.org/10.1002/slct.201903570
State	Published - 17 Oct 2019
Externally published	Yes

Keywords

asymmetric catalysis
chiral N1 alkylated indoles
chiral α-aminosilanes
copper
silyl addition

Access to Document

10.1002/slct.201903570

Cite this

@article{7b906934c95240b297a0afcd6c7fdecb,

title = "Cu-NHC-Catalyzed Enantioselective Conjugate Silyl addition to Indol-1-ylacrylate Derivatives",

abstract = "Cu-catalyzed enantioseletive conjugate addition of a dimethylphenylsilyl group to indol-1-ylacrylate derivatives was established using N-Heterocyclic Carbenes (NHCs) as the ligands. The reaction was efficient for a wide range of indole derivatives bearing eletron-donating and electron-withdrawing group, and proceeded under mild condition. Good levels of enantioselectivity were also observed for diverse carbonyl derivatives.",

keywords = "asymmetric catalysis, chiral N1 alkylated indoles, chiral α-aminosilanes, copper, silyl addition",

author = "Shen, \{Jun Jian\} and Qian Gao and Guangzhu Wang and Min Tong and Lili Chen and Senmiao Xu",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2019",

month = oct,

day = "17",

doi = "10.1002/slct.201903570",

language = "英语",

volume = "4",

pages = "11358--11361",

journal = "ChemistrySelect",

issn = "2365-6549",

publisher = "Wiley-Blackwell Publishing Ltd",

number = "38",

}

TY - JOUR

T1 - Cu-NHC-Catalyzed Enantioselective Conjugate Silyl addition to Indol-1-ylacrylate Derivatives

AU - Shen, Jun Jian

AU - Gao, Qian

AU - Wang, Guangzhu

AU - Tong, Min

AU - Chen, Lili

AU - Xu, Senmiao

PY - 2019/10/17

Y1 - 2019/10/17

N2 - Cu-catalyzed enantioseletive conjugate addition of a dimethylphenylsilyl group to indol-1-ylacrylate derivatives was established using N-Heterocyclic Carbenes (NHCs) as the ligands. The reaction was efficient for a wide range of indole derivatives bearing eletron-donating and electron-withdrawing group, and proceeded under mild condition. Good levels of enantioselectivity were also observed for diverse carbonyl derivatives.

AB - Cu-catalyzed enantioseletive conjugate addition of a dimethylphenylsilyl group to indol-1-ylacrylate derivatives was established using N-Heterocyclic Carbenes (NHCs) as the ligands. The reaction was efficient for a wide range of indole derivatives bearing eletron-donating and electron-withdrawing group, and proceeded under mild condition. Good levels of enantioselectivity were also observed for diverse carbonyl derivatives.

KW - asymmetric catalysis

KW - chiral N1 alkylated indoles

KW - chiral α-aminosilanes

KW - copper

KW - silyl addition

UR - https://www.scopus.com/pages/publications/85073616709

U2 - 10.1002/slct.201903570

DO - 10.1002/slct.201903570

M3 - 文章

AN - SCOPUS:85073616709

SN - 2365-6549

VL - 4

SP - 11358

EP - 11361

JO - ChemistrySelect

JF - ChemistrySelect

IS - 38

ER -

Cu-NHC-Catalyzed Enantioselective Conjugate Silyl addition to Indol-1-ylacrylate Derivatives

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this