Problem

Muscarine is a poisonous substance present in the mushroom Amanita muscaria. Its structure...

Muscarine is a poisonous substance present in the mushroom Amanita muscaria. Its structure is represented by the constitution shown here.

(a) Including muscarine, how many stereoisomers have this constitution?


(b) One of the substituents on the ring of muscarine is trans to the other two. How many of the stereoisomers satisfy this requirement?


(c) Muscarine has the configuration 2S,3R,5S. Write a structural formula of muscarine showing its correct stereochemistry.

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