Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy: a precise construction of structurally diverse azaspiro polycyclic scaffolds

被引：7

作者：

Wu, Xiao-Bao ^{[1
]}

Shi, Jun-Xiu ^{[1
]}

Ou, Yi-Ming ^{[1
]}

Jiang, Hua-Jie ^{[1
]}

Fang, Yi-Jun ^{[1
]}

Wang, Qi-Ming ^{[1
]}

Gao, Quan ^{[1
]}

Yu, Jie ^{[1
]}

机构：

[1] Anhui Agr Univ, Anhui Prov Key Lab Crop Integrated Pest Management, Anhui Prov Engn Lab Green Pesticide Dev & Applicat, Dept Appl Chem, Hefei 230036, Peoples R China

来源：

SCIENCE CHINA-CHEMISTRY | 2024年 / 67卷 / 02期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; post-Ugi transformation; anionic stereogenic-at-cobalt(III) complex; azaspiro polycyclic scaffold; one-pot synthesis; CATALYZED INTRAMOLECULAR DEAROMATIZATION; AMARYLLIDACEAE ALKALOID (+)-PLICAMINE; TRICYCLIC NITROGEN-HETEROCYCLES; CHIRAL COBALT(III) COMPLEXES; MICHAEL CASCADE REACTION; DIELS-ALDER REACTION; ASYMMETRIC DEAROMATIZATION; UGI REACTION; SPIROCYCLIZATION; POTASSIUM;

D O I：

10.1007/s11426-023-1782-9

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A privileged strategy has been developed for the precise construction of enantioenriched azaspiro polycyclic scaffolds. Structurally diverse azaspiro polycycles bearing multiple contiguous stereocenters are obtained with excellent results (up to 99:1 e.r., >95:5 d.r.) via sequential enantioselective four-component Ugi reactions/post-Ugi transformations with substrates containing prerequisite functional groups in the presence of anionic stereogenic-at-cobalt(III) complexes.

引用

页码：576 / 586

页数：11

共 9 条

[1] Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy:a precise construction of structurally diverse azaspiro polycyclic scaffolds
Xiao-Bao Wu
Jun-Xiu Shi
Yi-Ming Ou
Hua-Jie Jiang
Yi-Jun Fang
Qi-Ming Wang
Quan Gao
Jie Yu
Science China(Chemistry), 2024, (02) : 576 - 586
[2] Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy: a precise construction of structurally diverse azaspiro polycyclic scaffolds
Xiao-Bao Wu
Jun-Xiu Shi
Yi-Ming Ou
Hua-Jie Jiang
Yi-Jun Fang
Qi-Ming Wang
Quan Gao
Jie Yu
Science China Chemistry, 2024, 67 : 576 - 586
[3] Asymmetric Synthesis of Azepinoindoles via Enantioselective Ugi-4CR/post-Ugi Transformation Sequence
Fang, Li-Ping
Yu, Xin-Ran
Han, Jia-Jun
Jiang, Hua-Jie
Yu, Jie
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025,
[4] Metal-mediated post-Ugi transformations for the construction of diverse heterocyclic scaffolds
Sharma, Upendra K.
Sharma, Nandini
Vachhani, Dipak D.
Van der Eycken, Erik V.
CHEMICAL SOCIETY REVIEWS, 2015, 44 (07) : 1836 - 1860
[5] Precise construction of polymer brush on a nanosilica surface via the combination of anionic polymerization and Ugi-4CR
Li, Cun
Leng, Xuefei
Han, Li
Bai, Hongyuan
Yang, Lincan
Li, Chao
Zhang, Songbo
Liu, Pibo
Ma, Hongwei
POLYMER, 2020, 199 (199)
[6] Leveraging the Potential of Iqbal MCR: An Efficient Synthetic Route to Structurally Complex Tripeptidyl Ketones via Sequential Iqbal-3CR/Ugi-4CR
Sebastian, Sini Karunthayil
Stellance, Arun
Sadanandan, Shinu Vanaja
CHEMISTRYSELECT, 2024, 9 (39):
[7] PPh3 Catalyzed Post-Transformation Ugi-4CR Intramolecular Cyclization Reaction: One-Pot Synthesis of Functionalized Spiropyrrolidinochromanones
Chouhan, Pradeep Singh
Singh, Deepti
Purohit, Pooja
Sharma, Gaurav
Kant, Ruchir
Shukla, Sanjeev K.
Chauhan, Prem M. S.
CHEMISTRYSELECT, 2021, 6 (06): : 1216 - 1222
[8] Enantioselective construction of functionalized oxazoles via anionic stereogenic-at-cobalt(<sc>iii</sc>) complex-catalyzed Ugi-4CR/Wittig reaction sequences
Wang, Qi-Ming
Peng, Chang-Min
Sun, Yong-En
Yao, Chuan-Zhi
Jiang, Hua-Jie
Yu, Jie
ORGANIC & BIOMOLECULAR CHEMISTRY, 2025,
[9] One-Pot Syntheses of Isoquinolin-3-ones and Benzo-1,4-diazepin-2,5-diones Utilizing Ugi-4CR Post-Transformation Strategy
Che, Chao
Li, Song
Yu, Zhixiong
Li, Fangfang
Xin, Shengchang
Zhou, Liyan
Lin, Shuo
Yang, Zhen
ACS COMBINATORIAL SCIENCE, 2013, 15 (04) : 202 - 207

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