Stereoselectivity Heck reactions with iodoalkenes

Fig. 16.36. Stereoselectivity and stereospecificity of Heck coupling reactions with isomeric iodoalkenes.

A haloalkene that contains a stereogenic C=C double bond can usually be coupled with alkenes via the Heck reaction without isomerization. This is illustrated with the three reaction pairs in Figure 16.36. As can be seen, both the as- and the /raw-configured iodoalkenes react with acrolein or methyl vinyl ketone or acrylic acid methyl ester with complete retention of the C=C double bond configuration. These coupling reactions are thus stereoselective and— when considered as a pair—stereospecific. 

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See also in sourсe #XX -- [ ]

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