Photoredox-Enabled Decarboxylative Synthesis of Unnatural α-Amino Acids

被引：12

作者：

Shatskiy, Andrey ^{[1
]}

Karkas, Markus D. ^{[1
]}

机构：

[1] KTH Royal Inst Technol, Dept Chem, S-10044 Stockholm, Sweden

来源：

SYNLETT | 2022年 / 33卷 / 02期

基金：

瑞典研究理事会;

关键词：

amino acids; decarboxylation; photoredox catalysis; radicals; DIASTEREOSELECTIVE RADICAL-ADDITION; CATALYTIC ASYMMETRIC-SYNTHESIS; CARBOXYLIC-ACIDS; LIGHT; ESTERS; FUNCTIONALIZATION; DERIVATIVES; ALKYLATION; ROUTE; MILD;

D O I：

10.1055/a-1499-8679

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Recently, development of general synthetic routes to unnatural alpha-amino acids has gained significant momentum, driven by the high demand for such building blocks in fundamental research within molecular and structural biology, as well as for development of new pharmaceuticals. Herein, we highlight the recent progress in employing photoredox-mediated synthetic methods for accessing unnatural alpha-amino acids with a focus on various decarboxylative radical-based strategies.

引用

页码：109 / 115

页数：7

共 50 条

[41] Advances in the Synthesis of Bioactive Unnatural Amino Acids and Peptides
Saladino, R.
Botta, G.
Crucianelli, M.
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2012, 12 (04) : 277 - 300
[42] Decarboxylative Elimination of N-Acyl Amino Acids via Photoredox/Cobalt Dual Catalysis
Cartwright, Kaitie C.
Tunge, Jon A.
ACS CATALYSIS, 2018, 8 (12): : 11801 - 11806
[43] Hydrogen radical-shuttle (HRS)-enabled photoredox synthesis of indanones via decarboxylative annulation
Bo Yang
Shi-Jun Li
Yongdong Wang
Yu Lan
Shifa Zhu
Nature Communications, 12
[44] Hydrogen radical-shuttle (HRS)-enabled photoredox synthesis of indanones via decarboxylative annulation
Yang, Bo
Li, Shi-Jun
Wang, Yongdong
Lan, Yu
Zhu, Shifa
NATURE COMMUNICATIONS, 2021, 12 (01)
[45] Photoredox-Catalyzed Decarboxylative Oxidation of Arylacetic Acids
Sakakibara, Yota
Cooper, Phillippa
Murakami, Kei
Itami, Kenichiro
CHEMISTRY-AN ASIAN JOURNAL, 2018, 13 (17) : 2410 - 2413
[46] Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α-Keto Acids
Ji, Xiaochen
Yang, Zhonglin
Wu, Xinzhuang
Deng, Guo-Jun
Huang, Huawen
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (06): : 4168 - 4182
[47] Asymmetric synthesis of unnatural α-amino acids through photoredox-mediated C-O bond activation of aliphatic alcohols
Alvey, Gregory R.
Stepanova, Elena V.
Shatskiy, Andrey
Lantz, Josefin
Willemsen, Rachel
Munoz, Alix
Diner, Peter
Karkas, Markus D.
CHEMICAL SCIENCE, 2024, 15 (19) : 7316 - 7323
[48] Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of -Oxo Acids
Chu, Lingling
Lipshultz, Jeffrey M.
MacMillan, David W. C.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (27) : 7929 - 7933
[49] Photoredox-Enabled Manganese-Catalyzed [2+2+2] Cycloaddition of Alkynes
Zhou, Yi
He, Yong-Qin
Wang, Xiao-Yu
Lu, Lin
Zhou, Zhao-Zhao
Song, Xian-Rong
Tian, Wan-Fa
Xiao, Qiang
ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (07) : 1545 - 1550
[50] DECARBOXYLATIVE DEAMINATION OF AMINO ACIDS
NEUMAN, RC
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (07): : 2096 - &

← 1 2 3 4 5 →