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A stannylene strategy for regioselective acylation and phosphorylation of 1,2-cyclohexylidene-myo-inositol. Its convenient resolution and phosphatidylinositol synthesis |
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| Authors: | Yutaka Watanabe Yoko Kiyosawa Sayuri Hyodo Minoru Hayashi |
| Affiliation: | Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama 790-8577, Japan |
| Abstract: | The bis(dibutylstannylene) derivative of 1,2-cyclohexylidene-myo-inositol reacted with (S)-O-acetylmandeloyl chloride and diphosphate tetraesters to give 3,6-dimandelate and 3-phosphate, respectively. Using the stannylene methodology for the optical resolution and regioselective phosphorylation of the ketal, a concise synthesis of phosphatidylinositol with the natural configuration was accomplished. |
| Keywords: | myo-Inositol Cyclohexylidene-myo-inositol Stannylene derivative Optical resolution Selective phosphorylation Phosphatidylinositol O-Acetylmandelic ester |
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