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Journal ArticleDOI

Alkyl-, Aryl-, Vinyl-, and Heterosubstituted Organozirconium Compounds. -Selective nucleophiles of low basicity. Preliminary communication

TLDR
In contrast to their titanium analogues, vinylzirconium reagents are stable enough to be employed. as discussed by the authors showed that aldehyde and ketone carbonylophiles of exceedingly low basicity can be solved from aldehydes and aldeheeds using trialkoxyzircimiconium chloride.
Abstract
Solutions of the title compounds are accessible from organolithium reagents and trialkoxyzirconium chloride (equation 2). In contrast to their titanium analogues, vinylzirconium reagents are stable enough to be employed. Generally, organozirconium reagents are highly selective aldehyde and ketone carbonylophiles of exceedingly low basicity (Tables 1, 2, 3 and typical procedure).

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Journal ArticleDOI

Organocerium reagents. Nucleophilic addition to easily enolizable ketones

TL;DR: Organocerium reagents, prepared from organolithiums and anhydrous cerium (III) chloride, react cleanly with easily enolizable ketones to afford the addition products in good to excellent yields as discussed by the authors.
Journal ArticleDOI

Synthesis of D-Erythro- and D-Threo-Sphingosine Derivatives From L-Serine

TL;DR: In this paper, the protected serine aldehyde 10 was converted to the crystalline N-Boc-protected sphingosines 6-9 by a three-step reaction sequence.
Journal ArticleDOI

Chemoselective addition of organotitanium reagents to carbonyl compounds

TL;DR: The standard titanating agent is chlorotrisopropoxytitanium (1) as mentioned in this paper, which is aldehyde-selective in the presence of aldehydes.
Journal ArticleDOI

Organometallverbindungen von Titan und Zirconium als selektive nucleophile Reagentien für die Organische Synthese

Beat Weidmann, +1 more
- 01 Jan 1983 - 
TL;DR: In this paper, the authors unterscheiden sich die Geschwindigkeiten der Reaktionen of CH3Ti(OiPr)3 with Benzaldehyd and with Acetophenon bei Raumtemperatur um mehr als funf Zehnerpotenzen.
References
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Journal ArticleDOI

Methoden der Reaktivitätsumpolung

Dieter Seebach
- 01 Apr 1979 - 
TL;DR: The Umpolung der Reaktivitat wurde als nutzliches heuristisches Prinzip, als Einteilungsschema und als Leitfaden zum Auffinden strategischer Bindungen erkannt (Synthon-, Transform-and Retrosynthesebetrachtungen nach Corey) as mentioned in this paper.
Journal ArticleDOI

Thermal decomposition of vinylic copper(I) and silver(I) organometallic compounds

TL;DR: In this paper, it was shown that free propenyl radicais are not intermediates in these thermal coupling re-ttctions, when interpreted in light of the known rate of inversion of configuration of vinylradicirls.
Journal ArticleDOI

Methyl‐triisopropoxy‐titanium, a highly selective nucleophilic methylating reagent. Preliminary Communication

TL;DR: Replacement of lithium or magnesium by titanium can furnish nucleophilic organometallic reagents of high selectivity as exemplified by the title compound 1 (see Tables 1 and 3) as discussed by the authors.
Journal ArticleDOI

Selectivities in the Reactions of Alkyl‐, Aryl‐ and Heterosubstituted Organotitanium Compounds Preliminary Communication

TL;DR: In this article, it was shown that some heterosubstituted organotitanium compounds are more stable thermally than their lithium counterparts, and that with the chiral (S)-2-methyl-l-butoxy group an enantioselective addition can be achieved.
Journal ArticleDOI

3‐Hydroxy‐4‐nitro‐cyclohexanone aus Ketonen und 4‐Nitrobuttersäurechlorid. Eine ringerweiternde Fünfringanellierung

TL;DR: In this article, a ring enlargement of a cyclic ketone by one C-atom was carried out with simultaneous annulation of cyclopentanone ring with nitrobutanoic acid and subsequent rearrangement.
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