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Total synthesis of the aromatase inhibitor dihydroisocoumarin via protective opening of lactones |
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| Authors: | D Chanti BabuCh Bhujanga Rao D RameshS Raghavendra Swamy Y Venkateswarlu |
| Institution: | Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
| Abstract: | Asymmetric total synthesis of a dihydroisocoumarin, (3R,4R)-(−)-6-methoxy-1-oxo-3-pentyl-3,4-dihydro-1H-isochromen-4-yl acetate (1) starting from commercially available m-anisic acid is described. Herein, we depict the use of protective opening of lactones and construction of δ lactone. The synthesis involves Wittig, Grubbs cross metathesis, and Sharpless dihydroxylation reactions. |
| Keywords: | Xyris pterygoblephara Dihydroisocoumarin Wittig Grubbs cross metathesis Sharpless dihydroxylation and lactonization |
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