Problem

Using cyclooctyne as your starting material, show how you would synthesize the following...

Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

(a) cis-cyclooctene

(b) cyclooctane

(c) trans-1,2-dibromocyclooctane

(d) cyclooctanone

(e) 1,1-dibromocyclooctane

(f) 3-bromocyclooctene

(g) cyclooctane-1,2-dione

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