294675-53-9Relevant academic research and scientific papers
Stannyl radical addition-cyclization of oxime ethers connected with olefins
Miyabe, Hideto,Tanaka, Hirotaka,Naito, Takeaki
, p. 74 - 78 (2007/10/03)
Stannyl radical addition-cyclization of oxime ethers connected with olefin moieties was studied. The radical reactions proceeded effectively by the use of triethylborane as a radical initiator to provide the functionalized pyrrolidines via a carbon-carbon bond-forming process.
Tandem carbon-carbon bond-forming radical addition-cyclization reaction of oxime ether and hydrazone
Miyabe, Hideto,Ueda, Masafumi,Fujii, Kayoko,Nishimura, Azusa,Naito, Takeaki
, p. 5618 - 5626 (2007/10/03)
The novel tandem radical addition-cyclization of oxime ethers and hydrazones intramolecularly connected with the α,β-unsaturated carbonyl group is described. The radical reaction of oxime ethers 1, 2, and 4 connected with acryloyl and methacryloyl moieties proceeded smoothly to give the heterocycles via a tandem C - C bond-forming process. The tandem reaction of hydrazone 5 took place in the presence of Zn(OTf)2 as a Lewis acid to give the trans-cyclic product 17 without the formation of the cis-isomer. The diastereoselective radical addition-cyclization reaction of chiral oxime ether 19 was also studied. The tandem reaction of 19 proceeded smoothly even in aqueous media, providing the novel method for asymmetric synthesis of γ-butyrolactones and β-amino acid derivatives.
Solid-phase tandem radical addition-cyclisation reaction of oxime ethers
Miyabe,Fujii,Tanaka,Naito
, p. 831 - 832 (2007/10/03)
The solid-phase tandem C-C bond-forming reactions of oxime ethers connected with α,β-unsaturated carbonyl groups proceeded effectively under iodine atom-transfer reaction conditions to give the azacycles or chiral oxacycles after cleavage of the resin.
