Encyclopedia of Reagents for Organic Synthesis 2005
DOI: 10.1002/047084289x.rc140
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m-Chloroperbenzoic Acid

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Cited by 5 publications
(5 citation statements)
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“…If the sequence OsO 4 /Pb(OAc) 4 35 is used, the yield increases to 95%. The Baeyer−Villiger reaction cannot be used without affecting the annular double bond, and for this reason diol 6 was synthesized by treatment of 23 with MeMgBr …”
Section: Resultsmentioning
confidence: 99%
“…If the sequence OsO 4 /Pb(OAc) 4 35 is used, the yield increases to 95%. The Baeyer−Villiger reaction cannot be used without affecting the annular double bond, and for this reason diol 6 was synthesized by treatment of 23 with MeMgBr …”
Section: Resultsmentioning
confidence: 99%
“…Epoxides are predominantly synthesized by the Prileschajew reaction [5] (figure 2.13), in which peroxy acids are used for the peroxidation of the unsaturated compound (second-order reaction, exothermic) [2]. There are two possibilities to provide the required peroxy acid: the in-situ formation of peroxy acid or the addition of a previously formed one, whereof, meta chloroperbenzoic acid (m-CPBA) is commonly used [6]. For the in-situ formation a strong acetic acid catalyst, e.g., sulfuric acid [7] is necessary.…”
Section: Nomenclature Latin Symbolsmentioning
confidence: 99%
“…The mechanism proposed by Bartlett involves a bicyclic transition state [137]. The two possibilities to provide the obligatory peroxy acid are the in-situ formation of peroxy acid or the addition of a previously formed one, whereof, meta chloroperbenzoic acid (m-CPBA) is commonly used [6]. For the in-situ formation a strong acetic acid catalyst, e.g., sulfuric acid [7] is necessary.…”
Section: Epoxidationsmentioning
confidence: 99%
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“…A reductive amination reaction furnished the natural product isodihydrokoumine ( 8 ) in a 57% yield . (4 R )-Isodihydrokoumine N 4 -oxide ( 7 ) was prepared by oxidizing the N 4 nitrogen in 8 with m CPBA . The oxidation produced a 1.8:1 mixture of diastereomers favoring the N 4 epimer ( 29 ) which could be separated from the natural product (4 R )-Isodihydrokoumine N 4 -oxide ( 7 ) by chromatography. , …”
mentioning
confidence: 99%