Handbook of Functionalized Organometallics Applications in S

9.2.3 Preparation of Functionalized Copper Reagents Starting from
Organolithium Reagents 386
9.2.4 Preparation of Functionalized Alkenylcopper Derivatives Starting from
Organozirconium Compounds 389
9.3 Applications of Functionalized Copper Reagents 391
9.4 Conclusion 394
10 Functional Organonickel Reagents 397
Tien-Yau Luh and Li-Fu Huang
10.1 Introduction 397
10.2 Homocoupling Reactions 397
10.3 Cross-coupling Reactions 400
10.3.1 Kumada±Corriu Reactions 401
10.3.2 Negishi Reaction 403
10.3.3 Suzuki Reaction 405
10.3.4 Stille Coupling 407
10.3.5 Heck Reaction 407
10.3.6 Miscellaneous Coupling Reactions 407
10.3.7 Aliphatic Substrates 409
10.4 Carbozincation Reactions 411
10.5 Cycloadditions 413
10.5.1 [2+2] Cycloaddition 413
10.5.2 [4+2] Cycloaddition 414
10.5.3 [4 + 4] Cycloaddition 415
10.5.4 [2 + 2 + 2] Cycloaddition 416
10.5.5 [3 + 2 + 2] Cycloaddition 418
10.5.6 [4 + 2 + 1] Cycloaddition 419
10.6 Intramolecular Coupling of Enynes or Alkynes 420
10.7 Reactions of Enones with Alkynes 422
10.8 Reaction of Simple Aldehydes or Ketones with Alkynes 429
10.9 Miscellaneous Reactions 436
10.10 Conclusion 443
11 Polyfunctional Metal Carbenes for Organic Synthesis 451
Karl Heinz Dötz, Alexander Koch, and Martin Werner
Contents XI
11.1 Introduction 451
11.2 Chromium-Templated Cycloaddition Reactions 451
11.2.1 Cyclopropanation 452
11.2.2 Benzannulation 455
11.2.3 Cyclization of Chromium Oligoene(-yne) Carbenes 461
11.3 Reactions of Higher Nuclearity Chromium and Tungsten Carbenes 467
11.4 Metathesis Reactions Catalyzed by Group VI and VIII Metal
Carbenes 473
11.5 Transmetallation 477