Topics in Current Chemistry (2019) 377:35
1 3
14. Xiao Z, Yu C, Li T, Wang X-S, Yao C (2014) N-Heterocyclic carbene/Lewis acid strategy for the
stereoselective synthesis of spirocyclic oxindole-dihydropyranones. Org Lett 16:3632–3635
15. Cohen DT, Cardinal-David B, Scheidt KA (2011) Lewis acid activated synthesis of highly substituted cyclopentanes by the N-heterocyclic carbene catalyzed addition of homoenolate equivalents to
unsaturated ketoesters. Angew Chem Int Ed 50:1678–1682
16. Qi J, Xie X, Han R, Ma D, Yang J, She X (2013) N-Heterocyclic carbene (NHC)-catalyzed/Lewis
acid mediated conjugate umpolung of alkynyl aldehydes for the synthesis of butenolides: a formal
[3 + 2]. Annulat Chem Eur J 19:4146–4150
17. Lee A, Scheidt KA (2014) A cooperative N-heterocyclic carbene/chiral phosphate catalysis system
for allenolate annulations. Angew Chem Int Ed 53:7594–7598
18. Murauski KJR, Walden DM, Cheong PH-Y, Scheidt KA (2017) A cooperative ternary catalysis system for asymmetric lactonizations of α-ketoesters. Adv Synth Catal 359:3713–3719
19. Chen J, Yuan P, Wang L, Huang Y (2017) Enantioselective β-protonation of enals via a shuttling
strategy. J Am Chem Soc 139:7045–7051
20. Zhang C, Hooper JF, Lupton DW (2017) N-Heterocyclic carbene catalysis via the α, β-unsaturated
acyl azolium. ACS Catal 7:2583–2596
21. Rong Z-Q, Jia M-Q, You S-L (2011) Enantioselective N-heterocyclic carbene catalyzed Michael
addition to α, β-unsaturated aldehydes by redox oxidation. Org Lett 13:4080–4083
22. Mo J, Shen L, Chi YR (2013) Direct β-activation of saturated aldehydes to formal Michael acceptors through oxidative NHC catalysis. Angew Chem Int Ed 52:8588–8591
23. Lu S, Poh SB, Siau W-Y, Zhao Y (2013) Kinetic resolution of tertiary alcohols: highly enantioselective access to 3-hydroxy-3-substituted oxindoles. Angew Chem Int Ed 52:1731–1734
24. Bera S, Samanta RC, Daniliuc CG, Studer A (2014) Asymmetric synthesis of highly substituted
β-lactones through oxidative carbene catalysis with LiCl as cooperative Lewis acid. Angew Chem
Int Ed 53:9622–9626
25. Bera S, Daniliuc CG, Studer A (2015) Enantioselective synthesis of substituted δ-lactones by cooperative oxidative N-heterocyclic carbene and Lewis acid catalysis. Org Lett 17:4940–4943
26. Mo J, Chen X, Chi YR (2012) Oxidative γ-addition of enals to trifluoromethyl ketones: enantioselectivity control via Lewis acid/N-heterocyclic carbene cooperative catalysis. J Am Chem Soc
134:8810–8813
27. Jia W-Q, Zhang H-M, Zhang C-L, Gao Z-H, Ye S (2016) N-Heterocyclic carbene-catalyzed [4 + 2]
annulation of α, β-unsaturated carboxylic acids: enantioselective synthesis of dihydropyridinones
and spirocyclic oxindolodihydropyridinones. Org Chem Front 3:77–81
28. Guo C, Fleige M, Janssen-Mgller D, Daniliuc CG, Glorius F (2016) Cooperative N-heterocyclic carbene/palladium-catalyzed enantioselective umpolung annulations. J Am Chem Soc 138:7840–7843
29. Guo C, Janssen-Müller D, Fleige M, Lerchen A, Daniliuc CG, Glorius F (2017) Mechanistic studies
on a cooperative NHC organocatalysis/palladium catalysis system: uncovering significant lessons
for mixed chiral Pd(NHC)(PR3) catalyst design. J Am Chem Soc 139:4443–4451
30. Singha S, Patra T, Daniliuc CG, Glorius F (2018) Highly enantioselective [5 + 2] annulations
through cooperative N-heterocyclic carbene (NHC) organocatalysis and palladium catalysis. J Am
Chem Soc 140:3551–3554
31. Namitharan K, Zhu T, Cheng J, Zheng P, Li X, Yang S, Song B-A, Chi YR (2014) Metal and
carbene organocatalytic relay activation of alkynes for stereoselective reactions. Nat Commun
5:3982–3988
32. Zhang Z-L, Zhang L, Geng R-L, Song J, Chen X-H, Gong L-Z (2019) N-Heterocyclic carbene/
copper cooperative catalysis for the asymmetric synthesis of spirooxindoles. Angew Chem Int Ed
58:12190–12194
33. Takemoto S, Ishii T, Yasuda S, Ohmiya H (2019) Synergistic N-heterocyclic carbene/palladiumcatalyzed allylation of aldehydes with allylic carbonates. Bull Chem Soc Jpn 92:937–940
34. Haruki H, Yasuda S, Nagao K, Ohmiya H (2019) Dehydrative allylation between aldehydes and
allylic alcohols through synergistic N-heterocyclic carbene/palladium catalysis. Chem Eur J
25:724–727
35. Yasuda S, Ishii T, Takemoto S, Haruki H, Ohmiya H (2018) Synergistic N-heterocyclic carbene/
palladium-catalyzed reactions of aldehyde acyl anions with either diarylmethyl or allylic carbonates.
Angew Chem Int Ed 57:2938–2942
36. DiRocco DA, Rovis T (2012) Catalytic asymmetric α-acylation of tertiary amines mediated
by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis. J Am Chem Soc
134:8094–8097
Reprinted from the journal
96
1 3
14. Xiao Z, Yu C, Li T, Wang X-S, Yao C (2014) N-Heterocyclic carbene/Lewis acid strategy for the
stereoselective synthesis of spirocyclic oxindole-dihydropyranones. Org Lett 16:3632–3635
15. Cohen DT, Cardinal-David B, Scheidt KA (2011) Lewis acid activated synthesis of highly substituted cyclopentanes by the N-heterocyclic carbene catalyzed addition of homoenolate equivalents to
unsaturated ketoesters. Angew Chem Int Ed 50:1678–1682
16. Qi J, Xie X, Han R, Ma D, Yang J, She X (2013) N-Heterocyclic carbene (NHC)-catalyzed/Lewis
acid mediated conjugate umpolung of alkynyl aldehydes for the synthesis of butenolides: a formal
[3 + 2]. Annulat Chem Eur J 19:4146–4150
17. Lee A, Scheidt KA (2014) A cooperative N-heterocyclic carbene/chiral phosphate catalysis system
for allenolate annulations. Angew Chem Int Ed 53:7594–7598
18. Murauski KJR, Walden DM, Cheong PH-Y, Scheidt KA (2017) A cooperative ternary catalysis system for asymmetric lactonizations of α-ketoesters. Adv Synth Catal 359:3713–3719
19. Chen J, Yuan P, Wang L, Huang Y (2017) Enantioselective β-protonation of enals via a shuttling
strategy. J Am Chem Soc 139:7045–7051
20. Zhang C, Hooper JF, Lupton DW (2017) N-Heterocyclic carbene catalysis via the α, β-unsaturated
acyl azolium. ACS Catal 7:2583–2596
21. Rong Z-Q, Jia M-Q, You S-L (2011) Enantioselective N-heterocyclic carbene catalyzed Michael
addition to α, β-unsaturated aldehydes by redox oxidation. Org Lett 13:4080–4083
22. Mo J, Shen L, Chi YR (2013) Direct β-activation of saturated aldehydes to formal Michael acceptors through oxidative NHC catalysis. Angew Chem Int Ed 52:8588–8591
23. Lu S, Poh SB, Siau W-Y, Zhao Y (2013) Kinetic resolution of tertiary alcohols: highly enantioselective access to 3-hydroxy-3-substituted oxindoles. Angew Chem Int Ed 52:1731–1734
24. Bera S, Samanta RC, Daniliuc CG, Studer A (2014) Asymmetric synthesis of highly substituted
β-lactones through oxidative carbene catalysis with LiCl as cooperative Lewis acid. Angew Chem
Int Ed 53:9622–9626
25. Bera S, Daniliuc CG, Studer A (2015) Enantioselective synthesis of substituted δ-lactones by cooperative oxidative N-heterocyclic carbene and Lewis acid catalysis. Org Lett 17:4940–4943
26. Mo J, Chen X, Chi YR (2012) Oxidative γ-addition of enals to trifluoromethyl ketones: enantioselectivity control via Lewis acid/N-heterocyclic carbene cooperative catalysis. J Am Chem Soc
134:8810–8813
27. Jia W-Q, Zhang H-M, Zhang C-L, Gao Z-H, Ye S (2016) N-Heterocyclic carbene-catalyzed [4 + 2]
annulation of α, β-unsaturated carboxylic acids: enantioselective synthesis of dihydropyridinones
and spirocyclic oxindolodihydropyridinones. Org Chem Front 3:77–81
28. Guo C, Fleige M, Janssen-Mgller D, Daniliuc CG, Glorius F (2016) Cooperative N-heterocyclic carbene/palladium-catalyzed enantioselective umpolung annulations. J Am Chem Soc 138:7840–7843
29. Guo C, Janssen-Müller D, Fleige M, Lerchen A, Daniliuc CG, Glorius F (2017) Mechanistic studies
on a cooperative NHC organocatalysis/palladium catalysis system: uncovering significant lessons
for mixed chiral Pd(NHC)(PR3) catalyst design. J Am Chem Soc 139:4443–4451
30. Singha S, Patra T, Daniliuc CG, Glorius F (2018) Highly enantioselective [5 + 2] annulations
through cooperative N-heterocyclic carbene (NHC) organocatalysis and palladium catalysis. J Am
Chem Soc 140:3551–3554
31. Namitharan K, Zhu T, Cheng J, Zheng P, Li X, Yang S, Song B-A, Chi YR (2014) Metal and
carbene organocatalytic relay activation of alkynes for stereoselective reactions. Nat Commun
5:3982–3988
32. Zhang Z-L, Zhang L, Geng R-L, Song J, Chen X-H, Gong L-Z (2019) N-Heterocyclic carbene/
copper cooperative catalysis for the asymmetric synthesis of spirooxindoles. Angew Chem Int Ed
58:12190–12194
33. Takemoto S, Ishii T, Yasuda S, Ohmiya H (2019) Synergistic N-heterocyclic carbene/palladiumcatalyzed allylation of aldehydes with allylic carbonates. Bull Chem Soc Jpn 92:937–940
34. Haruki H, Yasuda S, Nagao K, Ohmiya H (2019) Dehydrative allylation between aldehydes and
allylic alcohols through synergistic N-heterocyclic carbene/palladium catalysis. Chem Eur J
25:724–727
35. Yasuda S, Ishii T, Takemoto S, Haruki H, Ohmiya H (2018) Synergistic N-heterocyclic carbene/
palladium-catalyzed reactions of aldehyde acyl anions with either diarylmethyl or allylic carbonates.
Angew Chem Int Ed 57:2938–2942
36. DiRocco DA, Rovis T (2012) Catalytic asymmetric α-acylation of tertiary amines mediated
by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis. J Am Chem Soc
134:8094–8097
Reprinted from the journal
96