Synthesis of diarylheptanoids, (5S)-5-acetoxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone and (3S,5S)-3,5-diacetoxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane |
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Authors: | Gowravaram Sabitha Gajangi Chandrashekhar Kurra Yadagiri Jhillu Singh Yadav |
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Institution: | 1. Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500007, India;2. King Saud University, PO Box 2455, Riyadh 11451, Saudi Arabia |
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Abstract: | The total syntheses of the first examples of diarylheptanoid natural products (5S)-5-acetoxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone 1, and (3S,5S)-3,5-diacetoxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane 2 isolated from the rhizomes of Zingiber officinale were accomplished using Sharpless epoxidation and cross-metathesis reactions as the key steps. |
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