Abstract
Organocatalysis by the combination of weak acids, namely, 2,2′-biphenol and B(OH)3, for 2-aza-Cope rearrangement is described. Aldehydes and 1,1-diphenyl homoallylamine were converted into the corresponding homoallylamines in moderate-to-high yield in the presence of 10 mol% 2,2′-biphenol and 30 mol% B(OH)3. In contrast to the conventional 2-aza-Cope rearrangement catalyzed by strong activators, a user- and environment-friendly organocatalytic system was established using a combination of inexpensive, easy-to-handle, non-hazardous, and bench-stable reagents.
Original language | English |
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Article number | 153922 |
Journal | Tetrahedron Letters |
Volume | 102 |
DOIs | |
State | Published - 2022/07/20 |
Keywords
- 2,2′-biphenol
- 2-aza-Cope rearrangement
- Boric acid
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry