Copper-Mediated Synthesis of Natural and Unnatural Products

Copper-Mediated Synthesis of Natural and Unnatural Products 

Applications of organocopper reagents and reactions to natural product synthesis are classified by reaction type conjugate addition 5 2 suhstitutionj 5 2 suhstitu-tion lj2-metalate rearrangement, and carhocupration. 

Conjugate addition [2] to Michael acceptors is the most important and useful reaction in organocopper chemistry, and the reaction is often used as the key step in the synthesis of numerous natural and unnatural products. Perhaps one of the most efficient methods for the synthesis of quaternary carbon centers is organo-copper-mediated conjugate addition to, -disubstituted enones. 

Conjugate addition of organocopper reagents has also been used to introduce multifunctional groups in the final carbon-carbon bond-forming step. The immunosuppressant FK-506 (25) [17] was noteworthy in its activity, whidi was found 

9 Copper-Mediated Synthesis qf Natural and Unnatural Products 

---

I 9 Copper-Mediated Synthesis of Natural and Unnatural Products rz R ... 

Chounan, Y. Yamamoto, Y. Copper-mediated Synthesis of Natural and Unnatural Products. In Modem Organocopper Chemistry, Krause, N., Ed. Wiley-VCH Weinheim, 2002 pp 289-314. 

---