Synthesis and stereoselective oxidation of alpha-thio-beta-chloropropenyloxazolidin-2-ones

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TY  - JOUR
  - Kissane, M,Murphy, M,Lawrence, SE,Maguire, AR
  - 2010
  - January
  - Tetrahedron: Asymmetry
  - Synthesis and stereoselective oxidation of alpha-thio-beta-chloropropenyloxazolidin-2-ones
  - Validated
  - WOS: 5 ()
  - THIO-BETA-CHLOROACRYLAMIDES ARYL BENZYL SULFOXIDES ASYMMETRIC-SYNTHESIS KINETIC RESOLUTION ALPHA-THIOAMIDES TRANSFORMATION AUXILIARIES
  - 21
  - 2550
  - 2558
  - The investigation of the stereoselective reaction of alpha-thiopropanoyloxazolidin-2-ones with NCS to yield alpha-thio-beta-chloropropenyloxazolidin-2-ones is described Diastereoselective sulfur oxidation of the resulting alpha-thio-beta-chloropropenyloxazolidin-2-ones shows modest chastereocontrol However via a combination of diastereoselective oxidation and subsequent kinetic resolution in the sulfoxide oxidation diastereoselectivities of up to 94% de have been achieved (C) 2010 Elsevier Ltd All rights reserved
  - 10.1016/j.tetasy.2010.10.007
DA  - 2010/01
ER  - 
@article{V70046411,
   = {Kissane,  M and Murphy,  M and Lawrence,  SE and Maguire,  AR },
   = {2010},
   = {January},
   = {Tetrahedron: Asymmetry},
   = {Synthesis and stereoselective oxidation of alpha-thio-beta-chloropropenyloxazolidin-2-ones},
   = {Validated},
   = {WOS: 5 ()},
   = {THIO-BETA-CHLOROACRYLAMIDES ARYL BENZYL SULFOXIDES ASYMMETRIC-SYNTHESIS KINETIC RESOLUTION ALPHA-THIOAMIDES TRANSFORMATION AUXILIARIES},
   = {21},
  pages = {2550--2558},
   = {{The investigation of the stereoselective reaction of alpha-thiopropanoyloxazolidin-2-ones with NCS to yield alpha-thio-beta-chloropropenyloxazolidin-2-ones is described Diastereoselective sulfur oxidation of the resulting alpha-thio-beta-chloropropenyloxazolidin-2-ones shows modest chastereocontrol However via a combination of diastereoselective oxidation and subsequent kinetic resolution in the sulfoxide oxidation diastereoselectivities of up to 94% de have been achieved (C) 2010 Elsevier Ltd All rights reserved}},
   = {10.1016/j.tetasy.2010.10.007},
  source = {IRIS}
}
AUTHORSKissane, M,Murphy, M,Lawrence, SE,Maguire, AR
YEAR2010
MONTHJanuary
JOURNAL_CODETetrahedron: Asymmetry
TITLESynthesis and stereoselective oxidation of alpha-thio-beta-chloropropenyloxazolidin-2-ones
STATUSValidated
TIMES_CITEDWOS: 5 ()
SEARCH_KEYWORDTHIO-BETA-CHLOROACRYLAMIDES ARYL BENZYL SULFOXIDES ASYMMETRIC-SYNTHESIS KINETIC RESOLUTION ALPHA-THIOAMIDES TRANSFORMATION AUXILIARIES
VOLUME21
ISSUE
START_PAGE2550
END_PAGE2558
ABSTRACTThe investigation of the stereoselective reaction of alpha-thiopropanoyloxazolidin-2-ones with NCS to yield alpha-thio-beta-chloropropenyloxazolidin-2-ones is described Diastereoselective sulfur oxidation of the resulting alpha-thio-beta-chloropropenyloxazolidin-2-ones shows modest chastereocontrol However via a combination of diastereoselective oxidation and subsequent kinetic resolution in the sulfoxide oxidation diastereoselectivities of up to 94% de have been achieved (C) 2010 Elsevier Ltd All rights reserved
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINK10.1016/j.tetasy.2010.10.007
FUNDING_BODY
GRANT_DETAILS