Reductive coupling of α,β-enones I: Reduction of methyl-vinyl ketone and mesityl oxide.
1981; Elsevier BV; Volume: 22; Issue: 40 Linguagem: Inglês
10.1016/s0040-4039(01)82039-6
ISSN1873-3581
AutoresJean‐Marc Pons, Jean‐Pierre Zahra, Maurice Santelli,
Tópico(s)Fluorine in Organic Chemistry
ResumoReductive coupling of methyl-vinyl ketone with TiCl4-Mg gives pinacol 1 (25%). According to the reducing agents, mesityl oxide yields 2,4,5,7-tetramethyl-octa-2,4,6-triene 3 (with 4TiCl3-LialH4), triene 3 or 2,4,5,7-tetramethyl-octa-2,6-dien-4,5-diol 5 (with TiCl4-Mg), pinacol 5 (with VCl3-Mg), and 2-acetyl-1,3,3,4,4-pentamethyl-cyclopentane 7 (with CrCl3-Mg or FeCl3-Mg or ZrCl4 or ZrCl4-Mg) as major products.
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