Boron and Stannane Linker Units

LINKER STRATEGIES IN MODERN SOLID-PHASE ORGANIC SYNTHESIS 

Beyond the Stille reaction, halogen displacement of trialkyltin groups is a widely used reaction in organic synthesis. Thus, halogenation of substrates attached to supports via stannane linker units has also been reported. This reaction is particularly attractive for radiochemists and has been used to prepare radiopharmaceuticals labeled with iodine-123 or iodine-131, such as [ l]MIBG (Table 1.17, Entry 5), and [ I]Congo red (Table 1.17, Entry 

The pseudo-high-dilution conditions of sohd phase minimize production of 

Finally, additional multifunctional cleavage strategies are possible. Oxidative cleavage with hydrogen peroxide and sodium hydroxide can be used to generate phenols (Table 1.18, Entry 6) ° while rhodium(I)-mediated 1,2-addition to aldehydes provides secondary alcohols (Table 1.18, Entry 7) and 1,4-addition to a,p-unsaturated ketones yields ketones (Table 1.18, Entry 8).  

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