19 Chapter 19Scheme 19.1. Pd/DTB‐SIPE‐catalyzed asymmetric Suzuki‐Miyaura coupling.Scheme 19.2. Pd/BaryPhos‐catalyzed asymmetric Suzuki‐Miyaura cross‐coupling....Scheme 19.3. Electrochemical‐mediated Ni‐catalyzed reductive homo‐coupling....Scheme 19.4. Pd/chiral norbornene‐catalyzed three‐component coupling with va...Scheme 19.5. Pd‐catalyzed asymmetric intramolecular C‐H arylation.Scheme 19.6. Iridium‐catalyzed asymmetric intermolecular C‐H arylation.Scheme 19.7. Copper‐catalyzed asymmetric Michael‐type addition.Scheme 19.8. Recent achievements in direct asymmetric oxidative coupling of ...Scheme 19.9. Redox‐neutral coupling of azonaphthalenes with aryl alcohols or...Scheme 19.10. Rh‐catalyzed cycloisomerization reactions. (a) Access of axial...Scheme 19.11. Ir‐catalyzed asymmetric hydrogenation of bridged biaryl lacton...Scheme 19.12. Atroposelective ring‐opening reactions of cyclic diaryliodoniu...Scheme 19.13. Atroposelective C‐H functionalization with transient directing...Scheme 19.14. Redox‐neutral amination of phenol‐benzyl alcohols.Scheme 19.15. Atroposelective C‐H arylation of 1,2,3‐triazoles.Scheme 19.16. Asymmetric Paal‐Knorr reaction toward arylpyrrole atropisomers...Scheme 19.17. Asymmetric heteroannulation toward atropisomeric pyrrole deriv...Scheme 19.18. Rh‐catalyzed synthesis of 2,3′‐biindolyls.Scheme 19.19. Pd‐catalyzed cyclizative dimerization to form bisbenzothiophen...Scheme 19.20. Rh‐catalyzed oxidative olefination of benzo[h]isoquinolines....Scheme 19.21. Asymmetric hydrosilylation of heterobiaryl ketones.Scheme 19.22. DYKAT of stable heterobiaryl atropisomers. (a) General mechani...Scheme 19.23. Copper‐catalyzed asymmetric aryl amination.Scheme 19.24. Atroposelective Satoh‐Miura‐type reaction.Scheme 19.25. Axially chiral anilides generated from asymmetric C‐H olefinat...Scheme 19.26. Atroposelective intramolecular amination.Scheme 19.27. Asymmetric synthesis of 2‐aryl cyclohex‐2‐enone atropisomers....Scheme 19.28. Alkyne annulation in synthesis of axially chiral isoquinolones...Scheme 19.29. Atroposelective C–H functionalization of aryl alkenes. (a) Pal...Scheme 19.30. CPA‐catalyzed direct arylation of 2‐naphthols with quinones....Scheme 19.31. CPA‐catalyzed arylation of hydroxyarenes with N‐sulfonyl imino...Scheme 19.32. Aminocatalytic atroposelective arene‐forming aldol condensatio...Scheme 19.33. Organocatalytic construction of compounds with helical and axi...Scheme 19.34. Asymmetric (4+2) annulation of δ‐acetoxy allenoates and 2‐hydr...Scheme 19.35. Organocatalytic transesterification of Bringmann’s lactones....Scheme 19.36. Atropodivergent reductive amination of biaryl lactols.Scheme 19.37. Sequential DKR events catalyzed by peptide catalysts.Scheme 19.38. Desymmetrization and secondary kinetic resolution of biaryl am...Scheme 19.39. Organocatalyzed KR via N‐functionalization.Scheme 19.40. Organocatalyzed KR of BINOLs via O‐functionalization. (a) Isot...Scheme 19.41. Heteroatropisomers formed from organocatalytic arylation.Scheme 19.42. Coupling of aromatic alcohols and electrophilic 2‐indolylmetha...Scheme 19.43. N‐heterobiaryl atropisomers formed from annulation‐oxidative a...Scheme 19.44. Asymmetric construction of 3‐arylpyrroles. (a) Asymmetric Bart...Scheme 19.45. CPA‐catalyzed three‐component heteroannulation.Scheme 19.46. Atroposelective synthesis of N‐aryl benzimidazoles.Scheme 19.47. Furan atropisomers from β‐naphthyl nitroolefin and C/O‐bi...Scheme 19.48. NHC‐catalyzed synthesis of benzofuran‐ and indole‐derived brid...Scheme 19.49. Asymmetric addition to form axially chiral 3,3′‐bisindoles....Scheme 19.50. Atroposelective halogenation of 8‐arylquinolines.Scheme 19.51. CPA‐catalyzed desymmetrization of N‐phenylpyrroles.Scheme 19.52. Atroposelective C‐H amination of N‐aryl‐2‐naphthylamines.Scheme 19.53. CPA‐catalyzed asymmetric synthesis of N‐arylquinazolinones....Scheme 19.54. Atroposelective synthesis of spirobenzazepinones.Scheme 19.55. Asymmetric allylic alkylation of anilides.Scheme 19.56. Peptide‐catalyzed asymmetric bromination of quinazolinones....Scheme 19.57. Atroposelective halogenation of N‐aryl quinoids.Scheme 19.58. Desymmetrization of N‐(2‐tert‐butylphenyl)maleimides and ATADs...Scheme 19.59. Aromatic amides from arene‐forming aldol condensation.Scheme 19.60. DKR of atropisomeric amides enabled by transition‐state hydrog...Scheme 19.61. Atroposelective synthesis of axially chiral arylquinones.Scheme 19.62. NHC‐catalyzed asymmetric [3+3]‐annulation.Scheme 19.63. Chiral sulfide‐catalyzed electrophilic carbothiolation of alky...Scheme 19.64. Organocatalytic Michael addition of alkynals.Scheme 19.65. Asymmetric synthesis of aryl‐alkene‐indoles.Scheme 19.66. Synthesis of atropochiral styrenes via VQM intermediate. (a) G...Scheme 19.67. Enantioenriched alkene atropisomers from atroposelective funct...Scheme 19.68. Ru‐complex and lipase co‐mediated DKR of biaryls.Scheme 19.69. Biocatalytic aldehyde reduction.
20 Chapter 20Scheme 20.1. Representatives of planar chiral molecules.Scheme 20.2. Characteristics of carbohelicenes.Scheme 20.3. Enantioselective lithiation of ferrocenes using chiral amines....Scheme 20.4. Intramolecular reaction of diazo compounds.Scheme 20.5. C–H arylation using aryl boronic acids directed by an aminometh...Scheme 20.6. C–H alkenylation using alkenes directed by an aminomethyl group...Scheme 20.7. C–H annulation using diaryl alkynes directed by an aminomethyl ...Scheme 20.8. C–H acylation using 1,2‐diketones directed by an aminomethyl gr...Scheme 20.9. C–H/C–H coupling using (benzo)heteroles directed by an aminomet...Scheme 20.10. C–H/C–H coupling using heteroles directed by an aminomethyl gr...Scheme 20.11. C–H arylation using iodoarenes directed by a carbonyl group....Scheme 20.12. C–H alkenylation using alkenes directed by a carboxyl group....Scheme 20.13. C–H alkylation using alkenes directed by an isoquinolyl group....Scheme 20.14. C–H alkenylation using alkynes by a quinolyl group.Scheme 20.15. C–H amidation using 1,4,2‐dioxazol‐5‐ones directed by a pyridy...Scheme 20.16. C–H amidation using 1,4,2‐dioxazol‐5‐ones directed by a thioam...Scheme 20.17. C–H amidation using 1,4,2‐dioxazol‐5‐ones directed by an amide...Scheme 20.18. C–H arylation using haloarenes directed by a pyridyl group....Scheme 20.19. C–H arylation using iodoarenes directed by a thiocarbonyl grou...Scheme 20.20. Intramolecular C–H arylation using carbonyl‐tethered haloarene...Scheme 20.21. Intramolecular C–H arylation using