Novel conditions for the Juliá-Colonna epoxidation reaction providing efficient access to chiral, nonracemic epoxides

Tetrahedron Letters

Volumn 45, Issue 26, 2004, Pages 5065-5067

  Geller, Thomas ^a   Gerlach, Arne ^b   Krüger, Christa M ^b   Militzer, H Christian ^c  

^a BAYER CROPSCIENCE AG   (Germany)

^b BAYER AG   (Germany)

^c BAYER PHARMA AG   (Germany)

Author keywords

Asymmetric reactions; Asymmetric synthesis; Epoxides; Juli Colonna epoxidation; Peptide; Phase transfer catalysis; Polyamino acid

Indexed keywords

EPOXIDE; KETONE DERIVATIVE;

ADDITION REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHIRALITY; EPOXIDATION; JULIA COLONNA EPOXIDATION REACTION; PHASE TRANSITION; RELIABILITY;

DRYAS IULIA;

EID: 2942532684     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.188     Document Type: Article

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13. PTCs have already been used for Juliá-Colonna reactions in order to utilize sparingly water-soluble oxidants such as Na-perborate or Na-percarbonate. However, no beneficial additional effects on reaction time, selectivity and catalyst loading have been reported
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19. 12d For the preparation of ht-poly-L-Leu, 1, 3-diaminopropane and Leu-NCA were dissolved at room temperature in toluene and subsequently heated to reflux for 24 h.
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27. 12a Ht-poly-L-Leu made similar to the procedure described in this article is now available from Fluka (Poly-L-leucine-1, 3-diaminopropane, Prod. no 93197)