HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → Et2AlCN i-PrOH
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Diethyl aluminum cyanide | HCID 16686413 | — |
| Reactant | Ethylaluminium | HCID 16694996 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Et2AlCN i-PrOH | HCID 131731602 | — |
Reaction Steps
The sulfinimine-mediated asymmetric synthesis involves addition of ethylaluminium cyanoisopropoxide generated in situ by addition of isopropanol (i-PrOH) to diethylaluminium cyanide (Et2AlCN) to the compound VIIa. Thus treatment of compound VIIa (1.0 mmol) at −78° C. in THF with 1.5/1.0 equiv of Et2AlCN/i-PrOH gave amino nitrile VIII in good yield (50-70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748631B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-868c36ae70b54fae9b68367883f5729d |
| Source note | uspto-grants-2014_06 |