29481-98-9Relevant articles and documents
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Mirrington,R.N.,Schmalzl,K.J.
, p. 2358 - 2363 (1969)
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Oxidative Generation of 1-Nitroalkyl Radicals and Their Addition Reaction to Olefins
Arai, Noriyoshi,Narasaka, Koichi
, p. 2525 - 2534 (2007/10/03)
1-Nitroalkyl radicals are generated by oxidation of potassium salt of 1-aci-nitroalkanes with ammonium hexanitratocerate(IV). When the oxidation is carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals onto the olefins proceeds to afford β-nitro ketones, which are further converted to α,β-unsaturated ketones in high yield. Stereoselective construction of fused ring systems is achieved by intramolecular addition of 1-nitroalkyl radicals.
Regioselective Synthesis of Substituted Bicyclooct-3-ene-2,8-diones via Double Carbonylation of 1,3-Cyclohexadienes
Eilbracht, Peter,Jelitte, Ruediger,Trabold, Peter
, p. 169 - 181 (2007/10/02)
Double carbonylation of 1,3-cyclohexadienes 1 is applied to the synthesis of substituted bicyclooct-3-ene-2,8-diones 4.The Lewis acid mediated ring enlargement of substituted cyclohexadiene complexes 2 produces the cycloheptanone alkyl allyl complexes 3 with high regioselectivity.Substituted bicyclic diketones 4 are obtained in high yields by treating the complexes 3 with carbon monoxide under pressure or by oxidative decomposition.The two carbonylation steps can also be performed in a one-pot version.