Enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione |
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Authors: | Fu-An Kang Nareshkumar Jain Zhihua Sui |
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Institution: | Johnson & Johnson Pharmaceutical Research and Development, LLC, 665 Stockton Drive, Exton, PA 19341, United States |
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Abstract: | The first enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione with the trans-C/D ring junction is described. Key features of the synthesis include Ag2O-mediated C-O bond formation, thermodynamically controlled axial-equatorial inversion, one-pot of halogen exchange and Co/Cr-mediated C-C bond formation, and intramolecular aldol condensations. |
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