Oxidative NHC catalysis: direct activation of β sp3 carbons of saturated acid chlorides?
Chemical Communications Pub Date: 2018-11-26 DOI: 10.1039/C8CC08578A
Abstract
The first activation of saturated acid chlorides by oxidative N-heterocyclic carbene catalysis has been successfully utilized to synthesize enantio-enriched spirooxindole lactones and δ-lactones. The reaction involves the transformation of the β sp3 carbon of saturated acid chlorides into an electrophilic carbon as a key step. The product was obtained in excellent yield and stereoselectivity.
Recommended Literature
- [1] An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. KillardAnalyst, 2008,133, 391-399 10.1039/B716154A
- [2] An approach towards the synthesis of novel fused nitrogen tricyclic heterocyclic scaffolds via GBB reaction? Sandip Gangadhar Balwe,Yeon Tae JeongOrg. Biomol. Chem., 2018,16, 1287-1296 10.1039/C7OB02933K
- [3] An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S? Rongning Liang,Tanji Yin,Ruiqing Yao,Wei QinRSC Adv., 2016,6, 73308-73312 10.1039/C6RA14461F
- [4] Acentric and chiral heterometallic inorganic–organic hybrid frameworks mediated by alkali or alkaline earth ions: synthesis and NLO properties Huabin Zhang,Shaowu DuCrystEngComm, 2014,16, 4059-4068 10.1039/C3CE42419G
- [5] An astrophysically-relevant mechanism for amino acid enantiomer enrichment Stephen P. Fletcher,Richard B. C. Jagt,Ben L. FeringaChem. Commun., 2007, 2578-2580 10.1039/B702882B
- [6] An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme? Yang Chen,Di Zhou,Zheyi Meng,Jin ZhaiChem. Commun., 2016,52, 10020-10023 10.1039/C6CC03943J
- [7] An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning? Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao DuanNanoscale, 2016,8, 19541-19550 10.1039/C6NR07585A
- [8] An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting? Lab Chip, 2019,19, 524-535 10.1039/C8LC01170B
- [9] An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation? Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai HanAnalyst, 2020,145, 6447-6455 10.1039/D0AN01229G
- [10] An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands? Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier FelpinReact. Chem. Eng., 2019,4, 1608-1615 10.1039/C9RE00096H
Journal Name：Chemical Communications
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)