The enantioselective copper-catalyzed 1,4-addition of Grignard reagents to a$-unsaturated carbonyl compounds was studied with the following Cu' compounds as catalyst precursor and 1,2 : 5,6-di-0 -isopropylidene-3thio-a -o-glucofuranose (Hsiig) as chiral ligand: CuI, iodo[bis(dibutylsulfide)]copper(I
✦ LIBER ✦
Applications of 1,4-addition of grignard reagents to α,β-unsaturated acid derivatives. III—configuration studies of α,β-diaryl-α,β-dialkylpropionitriles
✍ Scribed by Stanley Wawzonek; Edwin M. Smolin; Judith E. Durham
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- English
- Weight
- 362 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
The configuration of twenty‐four different α,β‐diaryl‐α,β‐dialkylpropionitriles has been determined using nuclear magnetic resonance spectra. The erythro form showed greater deshielding of the methine hydrogen and alkyl groups in its spectra than the corresponding threo isomer. The former, however, showed less deshielding of the aryl groups than the threo isomer. Infrared spectra were not suitable for assignments of configuration.
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