Synthesis of the Aminocyclitol Core of Jogyamycin via an Enantioselective Pd-Catalyzed Trimethylenemethane (TMM) Cycloaddition
| Autor: | Tom M. Lam, Barry M. Trost, Lei Zhang |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Cyclopentanes
Cycloaddition Reaction Molecular Structure Pactamycin 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Trimethylenemethane Enantioselective synthesis Trimethylenemethane cycloaddition Stereoisomerism 010402 general chemistry 01 natural sciences Biochemistry Catalysis Cycloaddition 0104 chemical sciences Stereocenter Aminocyclitol chemistry.chemical_compound Physical and Theoretical Chemistry Methane Palladium |
| Zdroj: | Organic Letters. 20:3938-3942 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | The use of β-nitroenamines as a new class of acceptors in the enantioselective Pd-catalyzed trimethylenemethane cycloaddition afforded differentiated 1,2-dinitrogen bearing cyclopentanes with three contiguous stereocenters. The utility of these acceptors was demonstrated with the efficient construction of the core of jogyamycin and aminocyclopentitols. Further elaboration of the cycloadducts provided a concise synthetic approach toward joygamycin. |
| Databáze: | OpenAIRE |
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