2018
DOI: 10.1021/acs.orglett.8b01156
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Palladium-Catalyzed Stereoselective Cyclization of in Situ Formed Allenyl Hemiacetals: Synthesis of Rosuvastatin and Pitavastatin

Abstract: A diastereoselective palladium-catalyzed cyclization of allenyl hemiacetals is described. It permits the selective synthesis of 1,3-dioxane derivatives, precursors for syn-configured 1,3-diols which make an appearance in all of the statin representatives. The reaction allows the total synthesis of Rosuvastatin and Pitavastatin in a straightforward fashion.

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Cited by 24 publications
(23 citation statements)
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“…Commercially available acetylferrocene and phosphites P(OMe) 3 , P(OEt) 3 , and P(OPh) 3 were used as received. PhP(OMe) 2 , [49] Ph 2 P(OMe), [50] Ph 2 P(OEt), [51] iPr 2 P-(OMe), iPr 2 P(OEt), [52] and PhP(OiPr) 2 [53] were prepared according to the published protocols from the corresponding chlorophosphines, dry alcohols, dry triethylamine as a base, and dry petroleum ether as a solvent. Ferrocenium hexafluorophosphate and tetrafluoroborate were prepared as described.…”
Section: Experimental and Computational Sectionmentioning
confidence: 99%
“…Commercially available acetylferrocene and phosphites P(OMe) 3 , P(OEt) 3 , and P(OPh) 3 were used as received. PhP(OMe) 2 , [49] Ph 2 P(OMe), [50] Ph 2 P(OEt), [51] iPr 2 P-(OMe), iPr 2 P(OEt), [52] and PhP(OiPr) 2 [53] were prepared according to the published protocols from the corresponding chlorophosphines, dry alcohols, dry triethylamine as a base, and dry petroleum ether as a solvent. Ferrocenium hexafluorophosphate and tetrafluoroborate were prepared as described.…”
Section: Experimental and Computational Sectionmentioning
confidence: 99%
“…Beides sind Aspekte von Kommunikation, die im Projektmanagement nur eine untergeordnete Rolle spielen. (Spreider 2004;260). Zunächst wurde sie indirekt als notwendige Voraussetzung sowie als Anschlusskommunikation an Massenkommunikation 52 und später 48 Vgl.…”
Section: Projektkommunikation In Der Wissenschaftunclassified
“…Consequently, organizations need to be sensitive to any subgroups they inadvertently create in distributed teams." Spreider folgert: "Standorte sind oft mit Kommunikationsgrenzen gleichzusetzen" 2056 2133 Nach Ansicht von Bohinc sind Verhandlungen sehr formale Kommunikationssituationen 2134 , die sich laut Schelle et al mit den entsprechenden Fertigkeiten meistern lassen: "Vieles von dem, was der Projektleiter in einer Verhandlung braucht, ist reines Handwerkszeug und lässt sich erlernen" 2135 . Während die Kommunikation zwischen Projektteammitgliedern, die räumlich nahe beieinander waren, gut funktionierte, fühlten sich Mitglieder anderer Standorte isoliert.…”
Section: Projektmarketingunclassified
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