https://doi.org/10.5061/dryad.w9ghx3g2t

1H NMR, 13C NMR and DEPT spectra are used to describe the structure of all new compounds prepared in the publication: Catalytic enantioselective synthesis of oxazolines with vinylogous isocyano esters (https://doi.org/10.1021/acs.orglett.5c02729)

Description of the data and file structure

Data for each compound are included in a folder named with the compound number designated in the manuscript and/or SI, as “compound number.zip”:

• compound_2a.zip
• compound_2b.zip
• compound_2c.zip
• compound_2d.zip
• compound_2e.zip
• compound_2f.zip
• compound_3aa.zip
• compound_3ab.zip
• compound_3ac.zip
• compound_3ad.zip
• compound_3ae.zip
• compound_3ba.zip
• compound_3ca.zip
• compound_3da.zip
• compound_3ea.zip
• compound_3fa.zip
• compound_3ga.zip
• compound_3ha.zip
• compound_3ia.zip
• compound_3ja.zip
• compound_3ka.zip
• compound_3la.zip
• compound_3ma.zip
• compound_3me.zip
• compound_3na.zip
• compound_3oa.zip
• compound_3pa.zip
• compound_3qa.zip
• compound_3ra.zip
• compound_3rc.zip
• compound_3rd.zip
• compound_3re.zip
• compound_3sa.zip
• compound_3ta.zip
• compound_4.zip
• compound_5aa.zip
• compound_5ra.zip
• compound_6.zip
• ethyl_4-formamidobut-2-enoate_(S5).zip
• methyl_4-(terbutoxycarbonylamino)-3-methylbut-2-enoate_(S8).zip
• methyl_4-amino-4-oxbut-2-enoate_(S4).zip
• methyl_4-formamido-2-metilbut-2-enoate_(S6).zip
• methyl_4-formamido-3-methylbut-2-enoate_(S10).zip
• methyl-4-formamidopent-2-enoate_(S14).zip
• N-1-hydroxypropan-2-yl_formamide_(S12).zip
• N-allylformamide_(S2).zip

Each zip folder contains two or three sub-folders containing data for 1H NMR (named 1H), 13C NMR (named 13C) and DEPT (named DEPT, when available) spectra, respectively, for the compound indicated in the file name. Each of these sub-folders includes files that contain the raw NMR data (fid) and other files indicating acquisition and processing parameters and spectrum data. Data in JCAMP-DX open file format are also provided within each sub-folder. These files are named as proton.jcamp, carbon.jcamp and dept.jcamp (when available). Accessing this data will allow users to view NMR spectra interactively. 

Abbreviations used are as follows:

NMR: nuclear magnetic resonance

SI: supporting information (meaning, Supplementary Materials document)

The full name of the compounds represented by the compound number

N-allylformamide (S2)
Methyl (E)-4-amino-4-oxobut-2-enoate (S4)
Methyl (E)-4-isocyanobut-2-enoate (2a)
Ethyl (E)-4-formamidobut-2-enoate (S5)
Ethyl (E)-4-isocyanobut-3-enoate (2b)
Methyl (E)-4-formamido-2-methylbut-2-enoate (S6)
Methyl (E)-4-isocyano-2-methylbut-2-enoate (2c)
Methyl (E)-4-((tert-butoxycarbonyl)amino)-3-methylbut-2-enoate (S8) Methyl (E)-4-formamido-3-methylbut-2-enoate (S10)
Methyl (E)-4-isocyano-3-methylbut-2-enoate (2d)
N-(1-hydroxypropan-2-yl)formamide (S12)
Methyl (E)-4-formamidopent-2-enoate (S14)
Methyl (E)-4-isocyanopent-3-enoate (2e)
Synthesis of methyl 4-isocyanobutanoate (2f)
Methyl (E)-3-((4R,5R)-5-phenyl-4,5-dihydrooxazol-4-yl)acrylate (3aa)
Methyl (E)-3-((4R,5R)-5-(p-tolyl)-4,5-dihydrooxazol-4-yl)acrylate (3ba)
Methyl (E)-3-((4R,5R)-5-(4-methoxyphenyl)-4,5-dihydrooxazol-4-yl)acrylate (3ca)
Methyl (E)-3-((4R,5R)-5-(4-chlorophenyl)-4,5-dihydrooxazol-4-yl)acrylate (3da)
Methyl (E)-3-((4R,5R)-5-(4-bromophenyl)-4,5-dihydrooxazol-4-yl)acrylate (3ea)
Methyl (E)-3-((4R,5R)-5-(4-nitrophenyl)-4,5-dihydrooxazol-4-yl)acrylate (3fa)
Methyl (E)-3-((4R,5R)-5-(m-tolyl)-4,5-dihydrooxazol-4-yl)acrylate (3ga)
Methyl (E)-3-((4R,5R)-5-(o-tolyl)-4,5-dihydrooxazol-4-yl)acrylate (3ha)
Methyl (E)-3-((4R,5R)-5-(2-methoxyphenyl)-4,5-dihydrooxazol-4-yl)acrylate (3ia)
Methyl (E)-3-((4R,5R)-5-(2-chlorophenyl)-4,5-dihydrooxazol-4-yl)acrylate (3ja)
Methyl (E)-3-((4R,5S)-5-(furan-2-yl)-4,5-dihydrooxazol-4-yl)acrylate (3ka)
Methyl (E)-3-((4R,5R)-5-(furan-3-yl)-4,5-dihydrooxazol-4-yl)acrylate (3la)
Methyl (E)-3-((4R,5R)-5-(thiophen-3-yl)-4,5-dihydrooxazol-4-yl)acrylate (3ma)
Methyl (E)-3-((4R,5R)-5-(naphthalen-2-yl)-4,5-dihydrooxazol-4-yl)acrylate (3na)
Methyl (E)-3-((4R,5R)-5-phenethyl-4,5-dihydrooxazol-4-yl)acrylate (3oa)
Methyl (E)-3-((4R,5R)-5-cyclopropyl-4,5-dihydrooxazol-4-yl)acrylate (3pa)
Methyl (E)-3-((4R,5R)-5-cyclopentyl-4,5-dihydrooxazol-4-yl)acrylate (3qa)
Methyl (E)-3-((4R,5R)-5-cyclohexyl-4,5-dihydrooxazol-4-yl)acrylate (3ra)
Methyl (E)-3-((4R,5R)-5-isopropyl-4,5-dihydrooxazol-4-yl)acrylate (3sa)
Methyl (E)-3-((4R,5R)-5-(tert-butyl)-4,5-dihydrooxazol-4-yl)acrylate (3ta)
Ethyl (E)-3-((4R,5R)-5-phenyl-4,5-dihydrooxazol-4-yl)acrylate (3ab)
Methyl (E)-2-methyl-3-((4R,5R)-5-phenyl-4,5-dihydrooxazol-4-yl)acrylate (3ac)
Methyl (E)-3-((4R,5R)-5-cyclohexyl-4,5-dihydrooxazol-4-yl)-2-methylacrylate (3rc)
Methyl (E)-3-((4R,5R)-5-phenyl-4,5-dihydrooxazol-4-yl)but-2-enoate (3ad)
Methyl (E)-3-((4R,5R)-5-cyclohexyl-4,5-dihydrooxazol-4-yl)but-2-enoate (3rd)
Methyl (E)-3-((4R,5R)-4-methyl-5-phenyl-4,5-dihydrooxazol-4-yl)acrylate (3ae)
Methyl (E)-3-((4R,5R)-4-methyl-5-(thiophen-3-yl)-4,5-dihydrooxazol-4-yl)acrylate (3me)
Methyl (E)-3-((4R,5R)-5-cyclohexyl-4-methyl-4,5-dihydrooxazol-4-yl)acrylate (3re)
Methyl 3-((4R,5R)-5-phenyl-4,5-dihydrooxazol-4-yl)propanoate (4)
Methyl (4R,5R)-4-formamido-5-hydroxy-5-phenylpentanoate (5aa)
Methyl (4R,5R)-4-formamido-5-hydroxy-5-cyclohexyl (5ra)
Methyl (R)-5-hydroxy-4-oxo-5-phenylpentanoate (6)

Sharing/access Information

NMR data will be available as images in the SI for this manuscript at https://doi.org/10.1021/acs.orglett.5c02729.

Code/Software

Processed files with extension .fid are ready to be viewed in NMRViewJ or MestReNova.

Files with extension .jcamp can be readed and processed with unlicensed software such as JSpecView, ACD/Labs NMR Processor or free online viewers such as NMRium