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- W2952979423 abstract "A new reaction involving bridging of macrodithionolactones to bicyclic systems is described. A series of macrodiolides was prepared and converted to the requisite macrodithionolactones. The latter substrates were induced to undergo bridging across the macrocyclic ring by exposure to sodium naphthalenide, leading to stable bicyclic systems upon addition of methyl iodide. The mixed thioketals so obtained were converted to a number of saturated or unsaturated bicyclic or polycyclic systems by removal of the sulfurs. The stereochemistry of bridging follows the relative energy of the cis and trans products rather than the conformational preferences of the macrocycles. This is confirmed by MM2 calculations and X-ray crystal structure determinations" @default.
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- W2952979423 date "1990-08-14" @default.
- W2952979423 modified "2023-09-23" @default.
- W2952979423 title "ChemInform Abstract: Bridging of Macrodithionolactones to Bicyclic Systems. Synthesis and Modeling of Oxapolycyclic Frameworks." @default.
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- W2952979423 doi "https://doi.org/10.1002/chin.199033208" @default.
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