Asymmetric Isocyanide‐Based MCRs

Banfi, Luca; Basso, Andrea; Guanti, Giuseppe; Riva, Renata

doi:10.1002/3527605118.ch1

Cited by 44 publications

(41 citation statements)

References 73 publications

(124 reference statements)

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“…41 This elegant 2-3 step sequence involves an initial Passerini reaction of a (chiral) N -protected amino acid derived aldehyde. Upon deprotection of the P-3CR intermediate an O=>N transacylation occurs yielding a hydroxymethyl-amide which eventually can be oxidized to the keto-amide.…”

Section: Mcrs By Target Classmentioning

confidence: 99%

Chemistry and Biology Of Multicomponent Reactions

2012

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Section: Mcrs By Target Classmentioning

confidence: 99%

Chemistry and Biology Of Multicomponent Reactions

2012

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“…60 In order to maintain the Boc protection method, we first explored the use of an unconventional linker that is both stable under acidic conditions and cleavable under neutral conditions via UV irradiation. The solid-supported isocyanide 78 was utilized for this purpose (Figure 1).…”

Section: Figure 1 Solid-supported Isocyanides For the Padam Strategymentioning

confidence: 99%

Coupling Isocyanide-Based Multicomponent Reactions with Aliphatic or Acyl Nucleophilic Substitution Processes

Banfi¹,

Riva²,

Basso³

2009

Synlett

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112

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This account summarizes the results of studies carried out by the authors during the last 10 years aimed at expanding the utility of the venerable Passerini and Ugi reactions. Particular emphasis is given to efforts that focus on coupling these processes with post-condensation, intramolecular, aliphatic nucleophilic substitution and acyl nucleophilic substitution reactions. The methodologies developed in these investigations serve as the basis for short sequences for the preparation of a diverse number of interesting drug-like structures.

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“…There has been tremendous development in three or four component reaction specially the Bignelli [14], Passerini [15], Ugi [16] and Mannich [17] reactions, which have further led to renaissance of MCRs. MCRs have emerged as valuable tools for the preparation of structurally diverse chemical libraries of drug-like heterocyclic compounds [18][19][20].…”

Section: Introductionmentioning

confidence: 99%