A new and facile synthesis of trialkylketenimines

Kimpe, Norbert De; Verhé, Roland; Buyck, L. De; Chys, Jan; Schamp, N.

doi:10.1021/jo00407a024

Cited by 19 publications

(10 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…With the successful scavenging of excess amines and alcohols utilizing 3 , we evaluated the removal of excess amines with 4 in the formation of simple amides (Table 1). 15 …”

Section: Resultsmentioning

confidence: 99%

High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger

et al. 2008

View full text Add to dashboard Cite

A new high-load, soluble oligomeric dichlorotriazine (ODCT) reagent derived from ring-opening metathesis polymerization (ROMP) is reported as an effective coupling reagent, scavenger of nucleophilic species and activator of DMSO for the classic Swern oxidations. Two variants of this reagent 2GODCT 4 and 1GODCT 16, possessing theoretical loads of 5.3 mmol/g and 7.3 mmol/g, respectively, have been synthesized. Preparation was accomplished via simple synthetic protocols affording free flowing powders, amenable for large-scale production. Removal of the spent oligomeric reagent was achieved via either precipitation of the spent reagent or simple filtration utilizing a silica SPE, followed by solvent removal, to deliver products in excellent yield and purity. In addition, the corresponding norbornenyl monomer 3 was successfully demonstrated in a couple-ROMP-filter protocol utilizing in-situ polymerization, achieving comparable results versus the corresponding oligomeric variant.

show abstract

“…With the successful scavenging of excess amines and alcohols utilizing 3 , we evaluated the removal of excess amines with 4 in the formation of simple amides (Table 1). 15 …”

Section: Resultsmentioning

confidence: 99%

High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger

et al. 2008

View full text Add to dashboard Cite

show abstract

“…For the synthesis of the title compound, see: De Kimpe et al (1978); Christensen et al (1989); Yasuhara et al (2000); Li et al (2003). For its use as a ligand in Zr and Ti complexes, see: Li et al (2003).…”

Section: Related Literaturementioning

confidence: 99%

N-tert-Butyl-2-methylpropanamide

Kluge¹,

Fridyland²,

MacBeth³

et al. 2011

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…20,110,150 The reactions of the cyanoenamines 2a with Lewis acids (AlCl 3 or ZnCl 2 ) in ethanol followed by hydrolysis gave rise to monosubstituted amides 73. 184,195 b. Alkylation and acylation Alkylation of captodative aminoalkenes requires more drastic conditions and affords the corresponding enammonium salts regardless of the nature of the alkylating reagent. It is not surprising that the nature of the amino group exerts a pronounced effect on the ease of the reaction.…”

Section: Reactions With Electrophilic Reagents a Protonation And Hydr...mentioning

confidence: 99%

Captodative aminoalkenes

Rulev¹

2002

Russ. Chem. Rev.

View full text Add to dashboard Cite

A new and facile synthesis of trialkylketenimines

Cited by 19 publications

References 5 publications

High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger

High-Load, Oligomeric Dichlorotriazine: A Versatile ROMP-Derived Reagent and Scavenger

N-tert-Butyl-2-methylpropanamide

Captodative aminoalkenes

Contact Info

Product

Resources

About