Monday, December 8, 2014
Sapling Chapter 8, Problem 19
This Diels-Alder reaction has one product because the conjugated diene is reacted with a cis-1,2 dibromoethene. The cis means it's coming up from the same side, and so would either have both bromide groups facing up or facing down, but since those would still be the same compound only one is shown above. Had the 1,2 dibromoethene been trans then two stereoisomers would have formed, one that had the two bromide groups going up and down, and it's enantiomer. I went ahead and drew in the mechanism and circled the new bonds are between 1-6, and 4-5.
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