TY  - JOUR
  - Slattery, CN,Ford, A,Eccles, KS,Lawrence, SE,Maguire, AR
  - 2014
  - March
  - Synlett
  - Synthetic and Mechanistic Aspects on the Competition between C-H Insertion and Hydride Transfer in Copper-Mediated Transformations of alpha-Diazo-beta-Keto Sulfones
  - Validated
  - WOS: 5 ()
  - diazocarbonyl copper catalysis bis(oxazoline) C-H insertion hydride transfer 2,3,5-TRISUBSTITUTED TETRAHYDROFURANS CYCLOPENTANE CONSTRUCTION DIAZOCARBONYL COMPOUNDS CARBONYL-COMPOUNDS CYCLIZATION CHEMOSELECTIVITY REACTIVITIES CARBOXYLATES ESTERS
  - 25
  - 591
  - 595
  - Competition between C-H insertion and hydride transfer is reported for the copper-catalysed reactions of a range of phenyl-substituted -diazo--keto sulfones. Control of chemoselectivity is possible by alteration of the electronic properties of the diazo substrate. The production of enantioenriched cyclopentanones (up to 89% ee), formed via C-H insertion, and alkylidene tetrahydrofurans (up to 43% ee), produced via hydride transfer, is described. The isolation of products derived from hydride transfer provides mechanistic insight into the copper-mediated C-H insertion of -diazocarbonyl compounds.
  - 10.1055/s-0033-1340471
DA  - 2014/03
ER  - 

@article{V271355639,
   = {Slattery,  CN and Ford,  A and Eccles,  KS and Lawrence,  SE and Maguire,  AR },
   = {2014},
   = {March},
   = {Synlett},
   = {Synthetic and Mechanistic Aspects on the Competition between C-H Insertion and Hydride Transfer in Copper-Mediated Transformations of alpha-Diazo-beta-Keto Sulfones},
   = {Validated},
   = {WOS: 5 ()},
   = {diazocarbonyl copper catalysis bis(oxazoline) C-H insertion hydride transfer 2,3,5-TRISUBSTITUTED TETRAHYDROFURANS CYCLOPENTANE CONSTRUCTION DIAZOCARBONYL COMPOUNDS CARBONYL-COMPOUNDS CYCLIZATION CHEMOSELECTIVITY REACTIVITIES CARBOXYLATES ESTERS},
   = {25},
  pages = {591--595},
   = {{Competition between C-H insertion and hydride transfer is reported for the copper-catalysed reactions of a range of phenyl-substituted -diazo--keto sulfones. Control of chemoselectivity is possible by alteration of the electronic properties of the diazo substrate. The production of enantioenriched cyclopentanones (up to 89% ee), formed via C-H insertion, and alkylidene tetrahydrofurans (up to 43% ee), produced via hydride transfer, is described. The isolation of products derived from hydride transfer provides mechanistic insight into the copper-mediated C-H insertion of -diazocarbonyl compounds.}},
   = {10.1055/s-0033-1340471},
  source = {IRIS}
}