Teitl: Borane Catalyzed Stereoselective C–H insertion, Cyclopropanation, and Ring-Opening Reactions - data

Dasgupta A, Babaahmadi R, Slater B, et al. (2020). Borane Catalyzed Stereoselective C–H insertion, Cyclopropanation, and Ring-Opening Reactions - data. Cardiff University. http://doi.org/10.17035/d.2020.0111365980

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Dull Mynediad: I anfon cais i gael y data hwn, ebostiwch opendata@caerdydd.ac.uk

Crewyr y Set Ddata o Brifysgol Caerdydd

Manylion y Set Ddata

Cyhoeddwr: Cardiff University

Dyddiad (y flwyddyn) pryd y daeth y data ar gael i'r cyhoedd: 2020

Dyddiad dechrau creu'r data: 01.10.2018

Dyddiad gorffen creu'r data: 01.07.2020

Fformat y data: .jpg, .tif, .cif

Meddalwedd ofynnol: MNova or NMR software
Mercury or software to view crustal structures

Amcangyfrif o gyfanswm maint storio'r set ddata: Llai nag 1 gigabeit

DOI : 10.17035/d.2020.0111365980

DOI URL: http://doi.org/10.17035/d.2020.0111365980


Lewis acidic boranes have been shown to be an effective metal-free catalyst for highly selective reactions of donor-acceptor diazo compounds to a range of substrates. The reactions of α-aryl α-diazoesters with nitrogen heterocycles indole or pyrrole selectively generates C3 and C2 C–H insertion products respectively in good to excellent yields even when using unprotected indoles. Alternatively, benzofuran, indene, and alkene substrates give exclusively cyclopropanated products with α-aryl α-diazoesters, whereas the reactions with furans leads to ring-opening. Comprehensive theoretical calculations have been used to explain the differing reactivities and high selectivities of these reactions. Overall, this work demonstrates the selective metal-free catalytic reactions of α-​​​​​​​aryl α-diazoesters with (hetero)cycles and alkenes. This simple, mild reaction protocol represents an alternative to the commonly used precious metal systems and may provide future applications in the generation of biologically active compounds. The data includes experimental procedures, NMR and Xray data.

Research results based upon these data are published at https://doi.org/10.1016/j.chempr.2020.06.035

Prosiectau Cysylltiedig

Diweddarwyd y tro diwethaf ar 2020-27-07 am 14:21