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6. Aside from the illicit appeal, LSD has garnered much legitimate scientific attention since its first synthesis in1938, and first observation of psychoactive effects in 1943: the structure is highly

functionalized with notable stereochemical considerations, making for a complex synthetic target. Furthermore, LSD is of research interest due to its incredible potency - common doses range from 40-500 micrograms, and threshold doses can be felt a slow as -20 µg. (10 points) A) Propose reagents/conditions to transform lysergic acid to LSD. B) While LSD is man-made, single enantiomer precursors are available biosynthetically. However, careless handling via exposure to base can easily interconvert LSD to another stereoisomer that does not illicit abiological response. Show the product of this reaction and the mechanism for how it is formed.

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