Progress toward the total synthesis of (+)-aldosterone: synthesis of the A-D rings |
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Authors: | Bear Brian R Parnes Jason S Shea Kenneth J |
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Institution: | Department of Chemistry, 516 Rowland Hall, University of California, Irvine, Irvine, California 92697-2025, USA. |
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Abstract: | reaction: see text] Synthesis of the A-D rings of the cortical hormone (+)-aldosterone is described. The key step incorporates a chiral tether in a type 2 intramolecular Diels-Alder reaction that establishes the absolute configuration of four contiguous asymmetric centers. This approach provides an efficient route for either enantiomer of the steroid skeleton. |
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