| Autor: |
Ali, Amjad, Jajoria, Raveena, Harit, Harish K., Singh, Ravi P. |
| Zdroj: |
The Journal of Organic Chemistry; April 2022, Vol. 87 Issue: 8 p5213-5228, 16p |
| Abstrakt: |
The addition of α-ketoamide to p-quinone methide initiated by dialkylphosphite in the presence of organic base 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) is explored. Coupling of dialkylphosphites to α-ketoamides in the presence of a base follows [1,2]-phospha-Brook rearrangement, generating corresponding α-phosphonyloxy enolates that are subsequently seized by p-quinone methides (p-QMs). The two-step one-pot 1,6-conjugate addition provides effective access to a series of isatin-incorporated phosphate-bearing 1,6-adducts having two vicinal tertiary carbons with up to 90% yield and >20:1 dr. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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