Home > Community > How to get (2R,3R)-2,3-dibromobutane from but-2-yne?
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+ Halides
+ Stereochemistry
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Adenike Lawrence

How to get (2R,3R)-2,3-dibromobutane from but-2-yne?

C. B.  Follow

I think I figured it out. Lindlar is a cis-addition so one would not obtain a (2R,3S), but rather (2S,3S) and (2R,3R) which happen to be enantiomers.

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Francis Van Meter  Follow
fashion (via the bromonium ion) to give the meso compound.More
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Jonathan Samuels  Follow
alkene which adds Br2 in an More
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John Yelton  Follow
Yes, pretty much. And if you wanted the other diastereomer (the (2R,3S) i.e. meso diastereomer), you would just need to use Na, NH3 to reduce the alkyne first. That gives the More
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