Curate this paper into an ORD dataset

Build an Open Reaction Database (ORD) dataset of the reactions reported in:

• Paper: cis-4-Alkoxydialkyl- and cis-4-Alkoxydiarylprolinol Organocatalysts: High Throughput Experimentation (HTE)-Based and Design of Experiments (DoE)-Guided Development of a Highly Enantioselective aza-Michael Addition of Cyclic Imides to α,β-Unsaturated Aldehydes
• Authors: Ismael Arenas, Alessandro Ferrali, Carles Rodríguez‐Escrich et al.
• Published: Adv Synth Cat, 2017-04-06
• DOI: 10.1002/adsc.201700120
• ORD wishlist card: open on GitHub

The reference input card holds these facts, the source-data locations and the notes below in machine-readable form.

Scope

Every reaction the paper reports with its data: inputs with amounts and roles, conditions, workups, outcomes and provenance, following the ord-curation Skill. Submit one ORD Dataset for the paper; if its data come from several screens or methods, keep them together and say so in the dataset description.

Source data

Adv. Synth. Catal. 2017, doi 10.1002/adsc.201700120. A family of 37 cis-4-alkoxydialkyl/diarylprolinol organocatalysts was screened by HTE in the enantioselective aza-Michael addition of cyclic imides (succinimide, maleimide) to alpha,beta-unsaturated aldehydes. DoE then optimised conditions, and 12 adducts were made in the scope. Catalyst screening results (conversion/ee), DoE runs and scope yields/ee are expected in the article tables and the Wiley SI; formats not verified. Catalyst and product SMILES must be drawn from structures. The closed-access article and SI cannot be re-hosted; cite and reference them only.

Known locations:

• https://doi.org/10.1002/adsc.201700120: Article and Wiley supporting information (not fetched; format and contents unknown) (license: Wiley standard terms (closed article))

Pitfalls

Outcomes include ee (and possibly conversion by NMR/GC) rather than isolated yield for the HTE screen. Catalyst structures are 37 bespoke compounds whose stereo SMILES need care. DoE runs may be reported only in aggregate or as model plots. Adducts may be isolated after in-situ reduction, which changes the product identity.

Deliver

• dataset: the ORD Dataset, compressed (.binpb.gz, .pb.gz, .txtpb.gz, .pbtxt.gz or .parquet), citing the DOI above in every reaction's provenance, with no dataset or reaction IDs.
• sources: a .zip with a README.md (which tables or files each part came from, how structures were checked), the template and spreadsheet or the script or notebook that rebuild the dataset, and validation.txt, the output of ORD's validator (ord-schema 0.8.3) on the dataset file.

Before you start

Open the wishlist card. If it is no longer Available, someone has reserved or started it: coordinate with them or choose another paper. Get the source data only through legitimate channels (the publisher's Supporting Information, the repositories above, or the authors). Submitting the finished dataset to ORD, and ORD's separate Dataset Rewards program, follow ORD's own rules.