期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 14, 期 12, 页码 3284-3297出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00165c
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资金
- Ministry of Higher Education and Scientific Research, Omar Al-Mukhtar University, Libya
- University of Glasgow
A diastereoselective synthesis of highly substituted aminobicyclo[4.3.0]nonanes has been attained using a one-pot multi-bond forming process. A four-step synthetic route was developed for the efficient synthesis of a series of C-7 substituted hept-2-en-6-yn-1-ols. These compounds were then investigated as substrates for a one-pot, three-step tandem process involving a palladium(II)-catalysed Overman rearrangement, a ruthenium(II)-catalysed ring closing enyne metathesis reaction followed by a hydrogen bond directed Diels-Alder reaction. The optimisation of the one-pot process has allowed the rapid preparation of a library of aminobicyclo[4.3.0]nonanes with significant molecular complexity and up to four stereogenic centres.
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