A convenient preparative method for β-lactams from β-amino acids using sulfenamide/triphenylphosphine

Murayama, T.; Kobayashi, T.; Miura, Takashi

doi:10.1016/0040-4039(95)00658-y

Cited by 29 publications

(6 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…-Amino acids occur not only in various natural products, but also function as precursors for the synthesis of -lactams [12][13][14] and heterocyclic compounds [15]. Apart from this, it has been demonstrated that oligomers composed of -amino acids can fold to give stable secondary structures similar to those of -peptides, i.e.…”

Section: Introductionmentioning

confidence: 98%

Syntheses of Hydroxylated Cyclic β-Amino Acid Derivatives

Palkó

Kiss²,

Fülöp

2005

CMC

View full text Add to dashboard Cite

This review is intended to give a short summary of the developments in the field of natural and synthetic alicyclic and heterocyclic hydroxylated beta-amino acids and to focus on the main strategies that have been reported for their synthesis. Given the medicinal and biological significance of the hydroxylated beta-amino acids, an increasing volume of research is currently being directed toward regio-, stereo- and enantioselective access to this class of compounds.

show abstract

Section: Introductionmentioning

confidence: 98%

Syntheses of Hydroxylated Cyclic β-Amino Acid Derivatives

Palkó

Kiss²,

Fülöp

2005

CMC

View full text Add to dashboard Cite

show abstract

“…Inspired by the work of Sharma et al.,11 we found an efficient access to compounds rac ‐ 1b–f by dehydrative cyclization of the corresponding N ‐Cbz‐3‐amino‐2‐arylpropanoic acids with phosphoryl chloride (see the Supporting Information). For the synthesis of rac ‐ 1a and rac ‐ 1g , the synthesis of the N‐unprotected β‐lactam followed by N‐Cbz protection, as described by Murayama et al., proved superior 12…”

Section: Methodsmentioning

confidence: 99%

Joseph Beuys und die Braunkreuzfarbe

Valler

Nast²,

Strieder³

et al. 2014

Chemie in nserer Zeit

View full text Add to dashboard Cite

Physikalisch‐chemische Analysetechniken, allen voran die zerstörungsfreie Röntgenfluoreszenzanalytik (RFA) vor Ort im Museum, geben Einblick in Materialeinsatz und Schaffensprozesse des Künstlers Joseph Beuys. Recherchearbeit, die Befragung von Zeitzeugen und andere Herangehensweisen kennzeichnen die interdisziplinären Anforderungen und den Reiz, den moderne kunsthistorische Arbeit ausmacht; die chemische Analytik liefert einen Beitrag. Ein analytisches Instrument, mit dem die bislang wenig systematische Zuordnung in die Werkgruppe der Braunkreuz‐Arbeiten nunmehr erfolgen kann, wird vorgeschlagen: die Pigmentanalyse mittels RFA.

show abstract

“…Similarly, no cyclization product could be identified in the crude reaction mixtures following treatment of a,a-difluoro-b-alanine with 2-chloro-N-methylpyridinium iodide 22 or with N-tert-butyl-2-benzothiazolylsulfenamide. 23 Furthermore, attempts to cyclize ethyl a,a-difluoro-balaninate 15 via N-silylation followed by treatment with an organomagnesium reagent 24 were unsuccessful.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of N -Protected 3,3-Difluoroazetidin-2-ones

Lacroix¹,

Cheguillaume²,

Gérard³

et al. 2003

Synthesis

View full text Add to dashboard Cite

Representative N-protected 3,3-difluoroazetidin-2-ones 3 were obtained, either in one step by cycloaddition of zinc enolate 1 derived from ethyl bromodifluoroacetate onto N,N¢,N¢¢-trisubstituted hexahydro-1,3,5-triazines 2 (Schiff base trimer) in the case of 3a [N-(p-methoxybenzyl) derivative], or in two steps consisting of a Reformatsky-type reaction for the preparation of N-substituted 3-amino-2,2-difluoropropanotes 8 followed by N1-C2 cyclization under basic conditions in the cases of 3b (N-anisyl derivative) and 3c (N-benzhydryl derivative).

show abstract

A convenient preparative method for β-lactams from β-amino acids using sulfenamide/triphenylphosphine

Cited by 29 publications

References 12 publications

Syntheses of Hydroxylated Cyclic β-Amino Acid Derivatives

Syntheses of Hydroxylated Cyclic β-Amino Acid Derivatives

Joseph Beuys und die Braunkreuzfarbe

Synthesis of N -Protected 3,3-Difluoroazetidin-2-ones

Contact Info

Product

Resources

About