A Tether Controlled <i>e</i><i>xo</i>-Selective Trans-Annular Diels−Alder (TADA) Reaction<sup>†</sup>
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A fully substrate controlled stereoselective route to construct cis-hexahydronaphthalene 4 is described starting from nonracemic butenolide 6. The key step is an exo-selective transannular Diels−Alder reaction (TADA) of tetraene 5, whose intrinsic constraint allows selective formation of one stereodefined product. Compound 4 is a key intermediate in the synthesis of the novel antibiotic branimycin (1).
创建时间:
2006-08-17



