Novel stereocontrolled synthesis of the tricyclic lactone (1R,3R,6R,9S)-6,9-dimethyl-8-oxo-7-oxatricyclo[4.3.0.03,9]nonane |
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Institution: | 1. Telecommunications and Networking (TeleCoN) Research Lab, GIK Institute of Engineering Sciences and Technology, Topi, 23640, Pakistan;2. School of Electrical and Computer Engineering, National Technical University of Athens Polytechnioupoli Zografou 157 80, Athens, Greece |
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Abstract: | The stereocontrolled synthesis of (1R,3R,6R,9S)-6,9-dimethyl-8-oxo-7-oxatricyclo4.3.0.03,9]nonane 1 from (R)-(−)-carvone has been accomplished by application of a 13-step sequence with 12% overall yield. The absolute stereochemistry of the unsaturated acid 8a has been established by X-ray analysis of the chiral amide 8c. |
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