Abstract
A new Ni/Zr-mediated one-pot ketone synthesis is developed, with use of a mixture of (Me)3tpy·NiII- and py-(Me)imid·NiIICl2-catalysts. The NiI-catalyst selectively activates iodides, whereas the NiII-catalyst activates thio-pyridine esters. An adjustment of a relative loading of the two catalysts allows to tune the relative rate of the two activations and trap a short-lived radical intermediate(s) efficiently. Thus, the new method makes one-pot ketone synthesis highly effective even with a 1:1 mixture of the coupling partners. The synthetic value of the new method is demonstrated with the C-C bond formation at the final stage of a convergent halichondrin-synthesis.
Original language | English |
---|---|
Pages (from-to) | 947-950 |
Number of pages | 4 |
Journal | Chemistry Letters |
Volume | 48 |
Issue number | 8 |
DOIs | |
Publication status | Published - 2019 |
Externally published | Yes |
Keywords
- Ketone coupling
- Ni-catalyst
- Zirconocene
ASJC Scopus subject areas
- Chemistry(all)