147298-36-0Relevant academic research and scientific papers
Catalytic Enantioselective Synthesis of Halocyclopropanes
Pons, Amandine,Ivashkin, Pavel,Poisson, Thomas,Charette, André B.,Pannecoucke, Xavier,Jubault, Philippe
supporting information, p. 6239 - 6242 (2016/05/02)
A catalytic asymmetric synthesis of halocyclopropanes is described. The developed method is based on a carbenoid cyclopropanation of 2-haloalkenes with tert-butyl α-cyano-α-diazoacetate using a chiral rhodium catalyst that permits access to a broad range
One-pot method for regioselective bromination and sequential carbon-carbon bond-forming reactions of allylic alcohol derivatives
Kutsumura, Noriki,Matsubara, Yusuke,Niwa, Kentaro,Ito, Ai,Saito, Takao
, p. 3337 - 3346 (2013/06/27)
An efficient one-pot method for the regioselective bromination of allylic alcohol derivatives (two-step reaction sequence) followed by Sonogashira, Negishi, or Suzuki-Miyaura coupling reactions in the same reaction vessel (three-step reaction sequence) ha
TBAF-promoted elimination of vicinal dibromides having an adjacent O-functional group: Syntheses of 2-bromoalk-1-enes and alkynes
Kutsumura, Noriki,Kubokawa, Keisuke,Saito, Takao
experimental part, p. 2377 - 2382 (2011/09/16)
Syntheses of 2-bromoalk-1-enes and alkynes were achieved in good yields by dehydrobromination of vicinal dibromides with tetrabutylammonium fluoride. Neighboring O-functional-group participation is important in determining elimination reactivity. Georg Thieme Verlag Stuttgart New York.
1,8-diazabicyclo[5.4.0]undec-7-ene-promoted regioselective elimination of vicinal dibromides having an adjacent O-and/or N-functional group
Kutsumura, Noriki,Iijima, Masatoshi,Toguchi, Shohei,Saito, Takao
supporting information; experimental part, p. 1231 - 1232 (2011/11/30)
We have investigated the DBU-promoted HBr-elimination of vicinal dibromides having an adjacent O- and/or N-functional group under mild basic conditions. The elimination of 1-oxygenfunctionalized 2,3-dibromopropanes was more regioselective than that of 1-n
TBAF-promoted dehydrobrominations of vicinal dibromides having an adjacent O-functional group
Kutsumura, Noriki,Kubokawa, Keisuke,Saito, Takao
experimental part, p. 2717 - 2720 (2010/12/25)
Regioselective HBr elimination of vicinal dibromides having an adjacent oxygen functional group to give the corresponding 2-bromoalk-1-enes was controlled using 1.1 equivalents of TBAF. Two-step elimination to give the corresponding alkynes was controlled using 5.0 equivalents of TBAF. High yield and high selectivity require the presence of an oxygen functional group at the neighboring position of the elimination site.
Novel one-pot method for chemoselective bromination and sequential sonogashira coupling
Kutsumura, Noriki,Niwa, Kentaro,Saito, Takao
supporting information; experimental part, p. 3316 - 3319 (2010/10/19)
(Equation Presented). An efficient one-pot method for bromination- elimination of allyl alcohol derivatives and sequential Sonogashira coupling has been developed. A highlight of the method is chemoselective DBU-promoted elimination of vicinal dibromoalka
A Total Synthesis of 6,7-Dihydroeponemycin and Determination of Stereochemistry of the Epoxide Ring
Hoshi, Hideaki,Ohnuma, Takeshi,Aburaki, Shimpei,Konishi, Masataka,Oki, Toshikazu
, p. 1047 - 1050 (2007/10/02)
A total synthesis of 6,7-dihydroeponemycin 2 was achieved via the epoxide intermediate 8a.Unresolved absolute configuration of the epoxide ring in 2 and eponemycin 1 was determined to be 2R by application of the asymmetric Sharpless epoxidation of 9.
