IRIS publication 70046411
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: 6 () - 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 -
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@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: 6 ()}, = {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} }
Data as stored in IRIS
AUTHORS | Kissane, M,Murphy, M,Lawrence, SE,Maguire, AR | ||
YEAR | 2010 | ||
MONTH | January | ||
JOURNAL_CODE | Tetrahedron: Asymmetry | ||
TITLE | Synthesis and stereoselective oxidation of alpha-thio-beta-chloropropenyloxazolidin-2-ones | ||
STATUS | Validated | ||
TIMES_CITED | WOS: 6 () | ||
SEARCH_KEYWORD | THIO-BETA-CHLOROACRYLAMIDES ARYL BENZYL SULFOXIDES ASYMMETRIC-SYNTHESIS KINETIC RESOLUTION ALPHA-THIOAMIDES TRANSFORMATION AUXILIARIES | ||
VOLUME | 21 | ||
ISSUE | |||
START_PAGE | 2550 | ||
END_PAGE | 2558 | ||
ABSTRACT | 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 | ||
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DOI_LINK | 10.1016/j.tetasy.2010.10.007 | ||
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