Total synthesis and identification of two diastereoisomers of 1-methyl-2-[N-(p-tolylsulfonyl)-2-pyrrolidinyl]ethyl β-l-fucopyranoside

Silva, Maria Joselice e; Cottier, Louis; Srivastava, Rajendra M.; Sinou, Denis; Thozet, A.

doi:10.1016/j.carres.2004.11.016

Cited by 5 publications

(1 citation statement)

References 17 publications

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“…The transformation of the pyrazole moiety of pyrrolidine 2 j into the ethyl ester derivative 8 j was successfully achieved by treatment with 4‐dimethylaminopyridine (DMAP) in EtOH under reflux conditions (Scheme ). Additionally, comparison of the [ α ] D value of 8 j with that reported in the literature led us to conclude that the newly created stereocenter holds the S absolute configuration (Scheme ) 13. The same stereochemical outcome was assumed for all other compounds of the IMAMR.…”

Section: Methodsmentioning

confidence: 53%

Microwave‐Assisted Tandem Organocatalytic Peptide‐Coupling Intramolecular aza‐Michael Reaction: α,β‐Unsaturated N‐Acyl Pyrazoles as Michael Acceptors

Sánchez‐Roselló¹,

Mulet²,

Guerola³

et al. 2014

Chemistry A European J

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Conjugated N-acyl pyrazoles have been successfully employed in the organocatalytic enantioselective intramolecular aza-Michael reaction as ester surrogates. Bifunctional squaramides under microwave irradiation provided the best results in this transformation. Furthermore, this protocol has been combined with a peptide-coupling reaction in a tandem sequence. The final products were easily converted into the corresponding ethyl esters.

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Section: Methodsmentioning

confidence: 53%

Microwave‐Assisted Tandem Organocatalytic Peptide‐Coupling Intramolecular aza‐Michael Reaction: α,β‐Unsaturated N‐Acyl Pyrazoles as Michael Acceptors

Sánchez‐Roselló¹,

Mulet²,

Guerola³

et al. 2014

Chemistry A European J

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Rhodium‐Catalyzed Asymmetric Intramolecular Hydroamination of Allenes

et al. 2019

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The rhodium-catalyzed asymmetric intramolecular hydroamination of sulfonyl amides with terminal allenes is reported. It provides selective access to 5-and 6-membered Nheterocycles,s caffolds found in al arge range of different bioactive compounds.M oreover,g ram scale reactions,a sw ell as the application of suitable product transformations to natural products and key intermediates thereof are demonstrated.

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