Grignard reagent induced tandem semipinacol rearrangement/ketone addition reaction of 20S-hydroxy-5α-pregnane-16(17)-epoxide |
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| Authors: | Chun-Xi HuangYong Shi Jing-Rong LinRong-Hua Jin Wei-Sheng Tian |
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| Institution: | a Department of Chemistry, College of Life Sciences and Environment, Shanghai Normal University, Shanghai 200234, China
b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China |
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| Abstract: | A Grignard reagent induced tandem semipinacol rearrangement/chelation-controlled ketone addition process, which converts 20S-hydroxy-5α-pregnane-16(17)-epoxide into an unusual C20-substituted 17S-pregnane-3S,16R,20S-triol, is described. |
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| Keywords: | Grignard reagent Semipinacol rearrangement Tandem reaction Epoxide opening |
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