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Protecting group directed ring-closing metathesis (RCM): the first total synthesis of an anti-malarial nonenolide |
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| Authors: | Debendra K. Mohapatra Dhondi K. Ramesh Mukund S. Chorghade Robert H. Grubbs |
| Affiliation: | a Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411 008, India b Materia Inc., 60, N. Gabriel Boulevard, Pasadena, 91107, USA c Arnold and Mable Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, 91125, USA |
| Abstract: | The first synthesis of a newly found naturally occurring anti-malarial nonenolide is described. A pivotal step in the synthesis is the ring-closing metathesis of a dienoic ester prepared by coupling an acid and alcohol that were stereoselectively synthesized from (S)-α-hydroxy-γ-butyrolactone and 1,2-O-isopropylidene d-glyceraldehyde, respectively. |
| Keywords: | Nonenolide Anti-malarial agent 1,2-O-Isopropylidene smallcaps" >d-glyceraldehyde Yamaguchi esterification Ring-closing metathesis |
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