Title: Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Aza-Morita-Baylis-Hillman Adducts and Sequential Organo-FLP Catalysis

Citation
Khan I, Manzotti M, Tizzard GJ, et al. (2017). Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Aza-Morita-Baylis-Hillman Adducts and Sequential Organo-FLP Catalysis. Cardiff University. http://doi.org/10.17035/d.2017.0041796607


Access Rights: Data can be made freely available subject to attribution
Access Method: Click to email a request for this data to opendata@cardiff.ac.uk

Dataset Details
Publisher: Cardiff University
Date (year) of data becoming publicly available: 2017
Data format: .txt, .inmr, .info, .par, .xml, .pdf, .temp, .back, .jpg, .ispd
Software Required: An appropriate NMR processing software is required for raw NMR data files
Estimated total storage size of dataset: Less than 1 gigabyte
Number of Files In Dataset: 7333
DOI: 10.17035/d.2017.0041796607

Description

Herein we report the metal-free diastereoselective frustrated Lewis pair (FLP)-catalyzed hydrogenation of aza-Morita-Baylis-Hillman (aza-MBH) adducts, accessing a diverse range of stereodefined β-amino acid derivatives in excellent isolated yields (28 examples, 89% average yield, up to 90:10 d.r.). Furthermore, sequential organo-FLP catalysis has been developed. An initial organocatalyzed aza-MBH reaction followed by in situ FLP formation and hydrogenation of the electron-deficient α,β unsaturated carbonyl compounds can be performed in one-pot, using DABCO as the Lewis base in both catalytic steps. 

Analysis of reaction products from this methodology resulted in the following data:

1H, 19F and 13C NMR raw data files

IR spectra

High Resolution Mass Spectrometry spectra

Research results based upon these data are published at http://dx.doi.org/10.1021/acscatal.7b03077



Related Projects

Last updated on 2019-23-07 at 10:51