Problem

Multifidene is a sperm cell-attracting substance released by the female of a species of br...

Multifidene is a sperm cell-attracting substance released by the female of a species of brown algae (Cutleria multifida). The constitution of multifidene is

(a) How many stereoisomers are represented by this constitution?


(b) Multifidene has a cis relationship between its alkenyl substituents. Given this information, how many stereoisomers are possible?


(c) The butenyl side chain has the Z configuration of its double bond. On the basis of all the data, how many stereoisomers are possible?


(d) Draw stereochemically accurate representations of all the stereoisomers that satisfy the structural requirements of multifidene.


(e) How are these stereoisomeric multifidenes related (enantiomers or diastereomers)?

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