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Comments:Several other excellent syntheses were received, but only this one is of the correct compound! Honorable mention (and credit)
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| Comments:Note how most of these syntheses avoid regioselectivity issues by avoiding addition to internal alkenes or alkynes. | |
| Comments:Note how five of these seven syntheses nicely avoid regioselectivity issues by generating the trans-alkene from the alkyne instead of doing an elimination. There is some question whether the dianion from an acetylenic alcohol will be alkylated at C or O, but that just makes some of these proposals more interesting! | |
| Comments:Of these syntheses, the first three are quite plausible. The last might have some compatibility issues. Again, will the dianion of an acetylenic alcohol alkylate on C or O? | |
| | Comments: All of these suffer from regioselectivity problems associated with the tri-substituted double bond. This is a very difficult problem in organic synthesis. |