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Volumn 16, Issue 26, 2010, Pages 7904-7915

Erratum: Boron-based dipolar multicomponent reactions: Simple generation of substituted aziridines, oxazolidines and pyrrolidines (Chemistry - A European Journal (2010) 16 (7904-7915) DOI: 10.1002/chem.201000349);Boron-based dipolar multicomponent reactions: Simple generation of substituted aziridines, oxazolidines and pyrrolidines

Author keywords

Cycloaddition; Heterocycles; Isocyanides; Multicomponent reactions; Oboranes; boranes; cycloaddition; heterocycles; isocyanides; multicomponent reactions

Indexed keywords

BIOCHIPS; BORON; CYANIDES; CYCLOADDITION; REACTION KINETICS; SCAFFOLDS;

EID: 77954322323     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201190229     Document Type: Erratum
Times cited : (24)

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    • To our knowledge, this is the first application of solid-phase techniques to chemo-differentiating ABB' processes
    • To our knowledge, this is the first application of solid-phase techniques to chemo-differentiating ABB' processes.
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    • In this experiment the ratio of dipolarophile (4a) and aldehyde (la) was adjusted to 25:2 to avoid the competitive process leading to oxazolidine 51
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    • note
    • In this respect, and following a sharp suggestion from a referee, we explored the in situ generation of borane reactants, the MCR to be performed in tandem. In this way, tributylborane (3b) was prepared by interaction of nBuLi with BF3-Et2O in THF, and afterwards the addition of aromatic aldehyde la and isocyanide 2a, following general procedure A, successfully afforded oxazolidine 5j (30% unoptimised yield). This result opens interesting synthetic possibilities on the use of a broader set of borane components, and is currently under study in our laboratory.
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