Efficient conjugate alkylation of .alpha.,.beta.-unsaturated nitro olefins by triorganoalanes

Dakin—West Synthesis of β‐Aryl Ketones.

“…Phenyl-2-propanone, 1,3-diphenyl-2-propanone, 4-phenyl-2-butanone, 1,5-diphenyl-3-pentanone, 1-(4-methoxyphenyl)-2-propanone, 1,3-bis(4-methoxyphenyl)-2-propanone, 3-phenyl-2-pentanone, 1-(4-nitrophenyl)-2-propanone and 1,3-bis(4-nitrophenyl)-2-propanone have been previously characterized. [1][2][3][4][5]…”

Diastereoselective Access to 3-Nitro-4-vinylidenetetrahydrofurans and 3-Nitro-4-vinylidenetetrahydropyrans and Their Conversion into 3,6-Dihydro-1,2-oxazines by Reverse Cope Elimination of Hydroxylamine Precursors

“…Carbon nucleophiles such as enolates,13 enamines,14 trialkylaluminium,15 allylsilanes,16 and stannanes17 have all been used in Michael additions with nitroalkenes for high yield formation of C−C bonds. Moreover, efficient synthesis of heterocycles have been furnished by the use of heteroanions: phosphorus, oxygen, nitrogen or sulfur 5,18…”

Solvent- and Catalyst-Free Conjugate Additions of Organozinc to β-Nitroalkene

“…3a,5 Conjugate reactions of nitroalkenes with Grignard or organolithium reagents were not efficient due to undesirable side reactions and very poor product yield. 5a However, there have been some reports on 1,4-addition reaction, initiated by organometallics such as Grignard reagents, 6,7 alkyllithium derivatives 6b,8 and organoaluminium, 9 to nitroalkenes. Recently, conjugate additions of nitrostyrenes mediated by metallic indium, 10 samarium 11 and zinc 12 have been conducted without catalyst in DMF or THF and satisfactory results were obtained.…”