And the Heck reaction

The atom economy of the cross-coupling reaction and the Heck reaction for making styrene from bromobenzene and vinyl bromide (cross), and bromobenzene and ethene (Heck) respectively are in favour of the Heck reaction, as that produces only one equivalent of salt. 

In Figure 13.19 we have shown a route to L-699,392 published by Merck involving three steps based on homogeneous catalysts, viz. two Heck reactions and one asymmetric hydrogen transfer reaction, making first an alcohol and subsequently a sulphide [21], Stoichiometric reductions for the ketone function have been reported as well [22] and the Heck reaction on the left-hand side can be replaced by a classic condensation reaction. L-699,392 is used in the treatment of asthma and related diseases. 

Analogs of cyclic peptides have been prepared using a variety of spacers and reaction conditions to achieve the macrocyclization. These include olefin metathesis (Section 5.2.3), nucleophilic substitution (Sections 8.2 and 7.2.3), and the Heck reaction [82]. 

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