期刊
MOLECULES
卷 22, 期 10, 页码 -出版社
MDPI
DOI: 10.3390/molecules22101720
关键词
marine hydrindane natural product; asymmetric synthesis; stereodivergent strategy; structural elucidation; eicosanoid
资金
- Research Council of Norway [NFR 209335, NFR 244351]
- Department of Chemistry, the Norwegian University of Life Sciences
A stereodivergent total synthesis has been executed based on the plausibly misassigned structure of the unusual marine hydrindane mucosin (1). The topological connectivity of the four contiguous all-carbon stereocenters has been examined by selective permutation on the highlighted core. Thus, capitalizing on an unprecedented stereofacial preference of the cis-fused bicycle[4.3.0] non-3-ene system when a Michael acceptor motif is incorporated, copper-mediated conjugate addition furnished a single diastereomer. Cued by the relative relationship reported for the appendices in the natural product, the resulting anti-adduct was elaborated into a probative target structure 1*.
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