960209-12-5Relevant articles and documents
Organocatalyzed Tsuji-Trost reaction: a new method for the closure of five- and six-membered rings
Vulovic, Bojan,Bihelovic, Filip,Matovic, Radomir,Saicic, Radomir N.
scheme or table, p. 10485 - 10494 (2010/02/28)
A combination of organotransition metal catalysis and organocatalysis allows for Tsuji-Trost 5-exo- and 6-exo-cyclizations of aldehydes. This transformation can also be accomplished as a catalytic asymmetric reaction, which affords vinylcyclopentane deriv
Radical cyclization in heterocycle synthesis. Part 13: Sulfanyl radical addition-cyclization of oxime ethers and hydrazones connected with alkenes for synthesis of cyclic β-amino acids
Miyata, Okiko,Muroya, Kanami,Kobayashi, Tomoko,Yamanaka, Rina,Kajisa, Seiko,Koide, Junko,Naito, Takeaki
, p. 4459 - 4479 (2007/10/03)
A combination of sulfanyl radical addition-cyclization of the oxime ethers and hydrazones connected with alkenes and subsequent conversion of a phenylsulfanylmethyl group to a carboxyl group provides a novel method for the construction of the cyclic β-amino acids. Upon treatment with thiophenol in the presence of AIBN, the oxime ethers and hydrazones smoothly underwent sulfanyl radical addition-cyclization to give the 2-(phenylsulfanylmethyl)cycloalkylamine. This method was successfully applied to the practical synthesis of 2-aminocyclopentanecarboxylic acid and 4-amino-3-pyrrolidinecarboxylic acid.