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Stereoselective synthesis of the phytotoxic nonenolide herbarumin-I from l-ascorbic acid |
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| Authors: | K. Nagaiah D. Sreenu R. Srinivasa Rao J.S. Yadav |
| Affiliation: | Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
| Abstract: | A stereoselective synthesis of herbarumin-I in 22% overall yield, starting from l-ascorbic acid derived (S)-2,3-O-isopropylidine glyceraldehyde as a chiral template is reported. Stereoselective allylation and vinylation to control the required stereogenic centres and macrolactonisation followed by a ring-closing metathesis (RCM) are the key steps. |
| Keywords: | smallcaps" >l-Ascorbic acid Allylation Vinylation Macrolactonisation Ring-closing metathesis |
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