Intermolecular Stille Cross-coupling

It has to be noted that an interesting alternative to the carbonylative three-component coupling is represented by the use of functionalized acylstannanes. This methodology was applied to the synthesis of a-difluoroketones [109] and a,y-un-saturated ketones [110]. 

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Z-tamoxifen 403 tandem cyclization 290, 295 tandem Heck reaction-anion capture 253-4 tandem Heck reaction-phenoxide capture 253 tandem Heck reactions 251, 252-4 tandem intramolecular Heck-intermolecular Stille cross-coupling 255 taxol 140, 143,243,245 ( )-tazettine 146,234 telomerization 352 telomerization products 343, 345 template effect 140 teraconic anhydride 468 terminal acetylenes, synthesis of 216-20 terminal alkynes 6, 213 terminal 2,2-diorgano-l-aIkcnylboronates 51 terminal diynes 207 ternary complex 444 ternary coupling 177... 

Scheme 6-28 Tandem intramolecular Heck-intermolecular Stille cross couplings.

Over the last decade, the copper-mediated or copper-catalyzed C-H functionalization has been developed rapidly and greatly by significant efforts of many researchers, and cheap and abundant copper salts now can replace, to some extent, precedented noble transition metal catalysts such as Pd, Rh, and Ru. Moreover, some unique features of copper salts and complexes are observed. The intermolecular dehydrogenative cross-couplings mentioned in this chapter are such good examples, and they are otherwise challenging even under known noble transition metal catalysis. However, there is still a large room for further... 

Figure 5.4.1 Selected natural products synthesized by Intermolecular alkenyl-alkenyl Stille coupling highlighting the bond formed In the key cross-coupling...

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