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Volumn 13, Issue 15, 2009, Pages 1565-1576

Recent advance in asymmetric alkynylation of ketones

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS;

EID: 73049091396     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/138527209789177725     Document Type: Review
Times cited : (29)

References (73)
  • 3
    • 33645526191 scopus 로고    scopus 로고
    • Synthesis of naturally occurring polyynes
    • (c) Shi Shun, A. L. K.; Tykwinski, R. R. Synthesis of naturally occurring polyynes. Angew. Chem., Int. Ed., 2006, 45, 1034-1057.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 1034-1057
    • Shi Shun, A.L.K.1    Tykwinski, R.R.2
  • 4
    • 0001840395 scopus 로고
    • Asymmetric reduction with chiral organoboranes based on .alpha-pinene
    • Brown, H. C.; Ramachandran, P. V. Asymmetric reduction with chiral organoboranes based on .alpha.-pinene. Acc. Chem. Res., 1992, 25, 16-24
    • (1992) Acc. Chem. Res. , vol.25 , pp. 16-24
    • Brown, H.C.1    Ramachandran, P.V.2
  • 5
    • 33845184358 scopus 로고
    • Asymmetric reductions with organoborane reagents
    • (b) Midland, M.M. Asymmetric reductions with organoborane reagents. Chem. Rev., 1989, 89, 1553-1561
    • (1989) Chem. Rev. , vol.89 , pp. 1553-1561
    • Midland, M.M.1
  • 6
    • 33845561800 scopus 로고
    • Reduction by a model of NAD(P)H 25. A chiral model which induces high asymmetry
    • (c) Ohno, A.; Ikeguchi, M.; Kimura, T.; Oka, S. Reduction by a model of NAD(P)H. 25. A chiral model which induces high asymmetry. J. Am. Chem. Soc., 1979, 101, 7036-7040.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 7036-7040
    • Ohno, A.1    Ikeguchi, M.2    Kimura, T.3    Oka, S.4
  • 7
    • 8444224706 scopus 로고    scopus 로고
    • Acetylenes in catalysis: enantioselective additions to carbonyl groups and imines and applications beyond
    • Cozzi, P. G.; Hilgraf, R.; Zimmermann, N. Acetylenes in catalysis: enantioselective additions to carbonyl groups and imines and applications beyond. Eur. J. Org. Chem., 2004, 4095-4105
    • (2004) Eur. J. Org. Chem. , pp. 4095-4105
    • Cozzi, P.G.1    Hilgraf, R.2    Zimmermann, N.3
  • 8
    • 23644439591 scopus 로고    scopus 로고
    • Synthesis and application of new chiral catalysts for asymmetric alkynylation reactions
    • (b) Lu, G.; Li, Y.-M.; Li, X.-S.; Chan, A. S. C. Synthesis and application of new chiral catalysts for asymmetric alkynylation reactions. Coord. Chem. Rev., 2005, 249, 1736-1744
    • (2005) Coord. Chem. Rev. , vol.249 , pp. 1736-1744
    • Lu, G.1    Li, Y.-M.2    Li, X.-S.3    Chan, A.S.C.4
  • 9
    • 33745712689 scopus 로고    scopus 로고
    • Alkynylation of chiral aldehydes: alkoxy-, amino-, and thio-substituted aldehydes
    • (c) Guillarme, S.; Plé, K.; Banchet, A.; Liard, A.; Haudrechy, A. Alkynylation of chiral aldehydes: alkoxy-, amino-, and thio-substituted aldehydes. Chem. Rev., 2006, 106, 2355-2403
    • (2006) Chem. Rev. , vol.106 , pp. 2355-2403
    • Guillarme, S.1    Plé, K.2    Banchet, A.3    Liard, A.4    Haudrechy, A.5
  • 10
    • 45249099537 scopus 로고    scopus 로고
    • Recent progress in the catalytic synthesis of tertiary alcohols from ketones with organometallic reagents
    • (d) Hatano, M.; Ishihara, K. Recent progress in the catalytic synthesis of tertiary alcohols from ketones with organometallic reagents. Synthesis, 2008, 11, 1647-1675
    • (2008) Synthesis , vol.11 , pp. 1647-1675
    • Hatano, M.1    Ishihara, K.2
  • 11
    • 51049122384 scopus 로고    scopus 로고
    • Asymmetric synthesis of tertiary alcohols and α-tertiary amines via Cu-catalyzed C-C bond formation to ketones and ketimines
    • (e) Shibasaki, M.; Kanai, M. Asymmetric synthesis of tertiary alcohols and α-tertiary amines via Cu-catalyzed C-C bond formation to ketones and ketimines. Chem. Rev., 2008, 108, 2853-2873.
    • (2008) Chem. Rev. , vol.108 , pp. 2853-2873
    • Shibasaki, M.1    Kanai, M.2
  • 12
    • 66149109902 scopus 로고    scopus 로고
    • The enantioselective addition of alkyne nucleophiles to carbonyl groups
    • DOI: 10.1002/adsc.200800776
    • (f) Trost, B. M.; Weissb, A. H. The enantioselective addition of alkyne nucleophiles to carbonyl groups. Adv. Synth. Catal., DOI: 10.1002/adsc.200800776.
    • Adv. Synth. Catal.
    • Trost, B.M.1    Weissb, A.H.2
  • 13
    • 0035263817 scopus 로고    scopus 로고
    • Catalytic asymmetric organozinc additions to carbonyl compounds
    • For reviews see:
    • For reviews see: (a) Pu, L.; Yu, H. B. Catalytic asymmetric organozinc additions to carbonyl compounds. Chem. Rev., 2001, 101, 757-824
    • (2001) Chem. Rev. , vol.101 , pp. 757-824
    • Pu, L.1    Yu, H.B.2
  • 14
    • 0242635970 scopus 로고    scopus 로고
    • Asymmetric alkynylzinc additions to aldehydes and ketones
    • (b) Pu, L. Asymmetric alkynylzinc additions to aldehydes and ketones. Tetrahedron, 2003, 59, 9873-9886.
    • (2003) Tetrahedron , vol.59 , pp. 9873-9886
    • Pu, L.1
  • 15
    • 0041407526 scopus 로고    scopus 로고
    • Facile enantioselective synthesis of propargylic alcohols by direct addition of terminal alkynes to aldehydes
    • Selected alkynylation of aldehydes
    • Selected alkynylation of aldehydes: (a) Frantz, D.; Fassler, E. R.; Carreira, E. M. Facile enantioselective synthesis of propargylic alcohols by direct addition of terminal alkynes to aldehydes. J. Am. Chem. Soc., 2000, 122, 1806-1807
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 1806-1807
    • Frantz, D.1    Fassler, E.R.2    Carreira, E.M.3
  • 16
    • 0035802344 scopus 로고    scopus 로고
    • A Simple, Mild, catalytic, enantioselective addition of terminal acetylenes to aldehydes
    • (b) Anand, N. K.; Carreira, E. M. A Simple, Mild, catalytic, enantioselective addition of terminal acetylenes to aldehydes. J. Am. Chem. Soc., 2001, 123, 9687-9688.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 9687-9688
    • Anand, N.K.1    Carreira, E.M.2
  • 17
    • 0002217612 scopus 로고    scopus 로고
    • Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions
    • (c) Boyall, D.; Frantz, D. E.; Carreira, E. M. Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions. Org. Lett., 2002, 4, 2605-2606
    • (2002) Org. Lett. , vol.4 , pp. 2605-2606
    • Boyall, D.1    Frantz, D.E.2    Carreira, E.M.3
  • 18
    • 0037078818 scopus 로고    scopus 로고
    • Highly enantioselective phenylacetylene additions to both aliphatic and aromatic aldehydes
    • (d) Gao, G.; Moore, D.; Xie, R. G.; Pu, L. Highly enantioselective phenylacetylene additions to both aliphatic and aromatic aldehydes. Org. Lett., 2002, 4, 4143-4146
    • (2002) Org. Lett. , vol.4 , pp. 4143-4146
    • Gao, G.1    Moore, D.2    Xie, R.G.3    Pu, L.4
  • 19
    • 0037148186 scopus 로고    scopus 로고
    • Titanium-catalyzed enantioselective alkynylation of aldehydes
    • (e) Lu, G.; Li, X.; Chan, W. L.; Chan, A. S. C. Titanium-catalyzed enantioselective alkynylation of aldehydes. Chem. Commun., 2002, 172-173
    • (2002) Chem. Commun. , pp. 172-173
    • Lu, G.1    Li, X.2    Chan, W.L.3    Chan, A.S.C.4
  • 20
    • 0037202220 scopus 로고    scopus 로고
    • Highly enantioselective alkynylzinc addition to aromatic aldehydes catalyzed by self-assembled titanium catalysts
    • (f) Li, X.; Lu, G.; Kwok, W. H.; Chan, A. S. C. Highly enantioselective alkynylzinc addition to aromatic aldehydes catalyzed by self-assembled titanium catalysts. J. Am. Chem. Soc., 2002, 124, 12636-12637
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12636-12637
    • Li, X.1    Lu, G.2    Kwok, W.H.3    Chan, A.S.C.4
  • 21
    • 26444539787 scopus 로고    scopus 로고
    • Asymmetric alkynylation of aldehydes catalyzed by an In(III)/BINOL complex
    • (g) Takita, R.; Yakura, K.; Ohshima, T.; Shibasaki, M. Asymmetric alkynylation of aldehydes catalyzed by an In(III)/BINOL complex. J. Am. Chem. Soc., 2005, 127, 13760-13761
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 13760-13761
    • Takita, R.1    Yakura, K.2    Ohshima, T.3    Shibasaki, M.4
  • 22
    • 33748058878 scopus 로고    scopus 로고
    • Bisoxazolidine-catalyzed enantioselective alkynylation of aldehydes
    • (h) Wolf, C.; Liu, S. L. Bisoxazolidine-catalyzed enantioselective alkynylation of aldehydes. J. Am. Chem. Soc., 2006, 128, 10996-10997
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 10996-10997
    • Wolf, C.1    Liu, S.L.2
  • 23
    • 29344434407 scopus 로고    scopus 로고
    • Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters by asymmetric alkyne addition to aldehydes
    • (i) Gao, G.; Wang, Q.; Yu, X. Q.; Xie, R. G.; Pu, L. Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters by asymmetric alkyne addition to aldehydes. Angew. Chem., Int. Ed., 2006, 45, 122-125
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 122-125
    • Gao, G.1    Wang, Q.2    Yu, X.Q.3    Xie, R.G.4    Pu, L.5
  • 24
    • 30744477996 scopus 로고    scopus 로고
    • Dinuclear Zn-catalyzed asymmetric alkynylation of unsaturated aldehydes
    • (j) Trost, B. M.; Weiss, A. H.; Wangelin, J. V. Dinuclear Zn-catalyzed asymmetric alkynylation of unsaturated aldehydes. J. Am. Chem. Soc., 2006, 128, 8
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 8
    • Trost, B.M.1    Weiss, A.H.2    Wangelin, J.V.3
  • 25
    • 31544459847 scopus 로고    scopus 로고
    • Carbohydrate-derived amino-alcohol ligands for asymmetric alkynylation of aldehydes
    • (k) Emmerson, D. P. G.; Hems, W. P.; Davis, B. G. Carbohydrate-derived amino-alcohol ligands for asymmetric alkynylation of aldehydes. Org. Lett., 2006, 8, 207-210.
    • (2006) Org. Lett. , vol.8 , pp. 207-210
    • Emmerson, D.P.G.1    Hems, W.P.2    Davis, B.G.3
  • 26
    • 27544466295 scopus 로고    scopus 로고
    • Catalytic asymmetric addition of terminal alkynes to aldehydes mediated by (1R,2R)-2-(dimethylamino)-1 2-diphenylethanol
    • (l) Yamashita, M.; Yamada, K.-I.; Tomioka, K. Catalytic asymmetric addition of terminal alkynes to aldehydes mediated by (1R,2R)-2-(dimethylamino)-1,2-diphenylethanol. Adv. Synth. Catal., 2005, 347, 1649-1652
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 1649-1652
    • Yamashita, M.1    Yamada, K.-I.2    Tomioka, K.3
  • 28
    • 0346152682 scopus 로고    scopus 로고
    • Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a β-sulfonamide alcohol-titanium complex
    • Selected reports of our group in alkynylation of aldehydes
    • Selected reports of our group in alkynylation of aldehydes: (a) Xu, Z. Q.; Wang, R.; Xu, J.K.; Da, C.-S.; Yan, W.J.; Chen, C. Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a β-sulfonamide alcohol-titanium complex. Angew. Chem. Int. Ed., 2003, 42, 5747-5749
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 5747-5749
    • Xu, Z.Q.1    Wang, R.2    Xu, J.K.3    Da, C.-S.4    Yan, W.J.5    Chen, C.6
  • 29
    • 2542442413 scopus 로고    scopus 로고
    • Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a camphorsulfonamide ligand
    • (b) Xu, Z. Q.; Chen, C.; Xu, J.; Miao, M.; Yan, W.; Wang, R. Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a camphorsulfonamide ligand. Org. Lett., 2004, 6, 1193-1195
    • (2004) Org. Lett. , vol.6 , pp. 1193-1195
    • Xu, Z.Q.1    Chen, C.2    Xu, J.3    Miao, M.4    Yan, W.5    Wang, R.6
  • 30
    • 33645931650 scopus 로고    scopus 로고
    • Asymmetric addition of phenylacetylene to aldehydes catalyzed by β-sulfonamide alcohol-titanium complex
    • (c) Xu, Z. Q.; Lin, L.; Xu, J.K.; Yan, W.J.; Wang, R. Asymmetric addition of phenylacetylene to aldehydes catalyzed by (-sulfonamide alcohol-titanium complex. Adv. Synth. Catal., 2006, 348, 506-514
    • (2006) Adv. Synth. Catal. , vol.348 , pp. 506-514
    • Xu, Z.Q.1    Lin, L.2    Xu, J.K.3    Yan, W.J.4    Wang, R.5
  • 31
    • 34250792753 scopus 로고    scopus 로고
    • Highly enantioselective synthesis of γ-hydroxy-α β-acetylenic esters catalyzed by a β-sulfonamide alcohol
    • (d) Lin, L.; Jiang, X. X.; Liu, W. X.; Qiu, L.; Xu, Z. Q.; Xu, J. K.; Chan, A. S. C.; Wang, R. Highly enantioselective synthesis of γ-hydroxy-α,β-acetylenic esters catalyzed by a β-sulfonamide alcohol. Org. Lett., 2007, 9, 2329-2332
    • (2007) Org. Lett. , vol.9 , pp. 2329-2332
    • Lin, L.1    Jiang, X.X.2    Liu, W.X.3    Qiu, L.4    Xu, Z.Q.5    Xu, J.K.6    Chan, A.S.C.7    Wang, R.8
  • 32
    • 60549113979 scopus 로고    scopus 로고
    • Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral β-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system
    • (e) Qiu, L.; Wang, Q.; Lin, L.; Liu, X. D.; Jiang, X. X.; Zhao, Q. Y.; Hu, G. W.; Wang, R. Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral β-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system. Chirality, 2009, 21, 316-323.
    • (2009) Chirality , vol.21 , pp. 316-323
    • Qiu, L.1    Wang, Q.2    Lin, L.3    Liu, X.D.4    Jiang, X.X.5    Zhao, Q.Y.6    Hu, G.W.7    Wang, R.8
  • 33
    • 33847713336 scopus 로고    scopus 로고
    • Asymmetric catalysis for the construction of quaternary carbon centers: nucleophilic addition on ketones and ketimines
    • a) Riant, O.; Hannedouche, J. Asymmetric catalysis for the construction of quaternary carbon centers: nucleophilic addition on ketones and ketimines. Org. Biomol. Chem., 2007, 5, 873-888
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 873-888
    • Riant, O.1    Hannedouche, J.2
  • 34
    • 0032473509 scopus 로고    scopus 로고
    • The catalytic enantioselective construction of molecules with quaternary carbon stereocenters
    • (b) Corey, E. J.; Guzman-Perez, A. The catalytic enantioselective construction of molecules with quaternary carbon stereocenters. Angew. Chem. Int. Ed., 1998, 37, 388-401
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 388-401
    • Corey, E.J.1    Guzman-Perez, A.2
  • 35
    • 4244117250 scopus 로고
    • Enantioselective addition of organozinc reagents to aldehydes
    • (c) Soai, K.; Niwa, S. Enantioselective addition of organozinc reagents to aldehydes. Chem. Rev., 1992, 92, 883-856.
    • (1992) Chem. Rev. , vol.92 , pp. 883-856
    • Soai, K.1    Niwa, S.2
  • 38
    • 0028788312 scopus 로고
    • Use of an ephedrine alkoxide to mediate enantioselective addition of an acetylide to a prochiral ketone: asymmetric synthesis of the reverse transcriptase inhibitor L-743 726
    • a) Thompson, A. S.; Corley, E. G.; Huntington, M. F.; Grabowski, E. J. J. Use of an ephedrine alkoxide to mediate enantioselective addition of an acetylide to a prochiral ketone: asymmetric synthesis of the reverse transcriptase inhibitor L-743, 726. Tetrahedron Lett., 1995, 36, 8937-8940
    • (1995) Tetrahedron Lett. , vol.36 , pp. 8937-8940
    • Thompson, A.S.1    Corley, E.G.2    Huntington, M.F.3    Grabowski, E.J.J.4
  • 39
    • 0032507282 scopus 로고    scopus 로고
    • Lithium ephedrate-mediated addition of a lithium acetylide to a ketone: solution structures and relative reactivities of mixed aggregates underlying the high enantioselectivities
    • (b) Thompson, A.; Corley, E. G.; Huntington, M. F.; Grabowski, E. J. J.; Remenar, J. F.; Collum, D. B. Lithium ephedrate-mediated addition of a lithium acetylide to a ketone: solution structures and relative reactivities of mixed aggregates underlying the high enantioselectivities. J. Am. Chem. Soc., 1998, 120, 2028-2038
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2028-2038
    • Thompson, A.1    Corley, E.G.2    Huntington, M.F.3    Grabowski, E.J.J.4    Remenar, J.F.5    Collum, D.B.6
  • 41
    • 0034669286 scopus 로고    scopus 로고
    • Highly enantioselective 1,2-addition of lithium acetylide-ephedrate complexes: spectroscopic evidence for reaction proceeding via a 2:2 tetramer, and X-ray characterization of related complexes
    • (d) Xu, F.; Reamer, R. A.; Tillyer, R.; Cummins, J. M.; Grabowski, E. J. J.; Reider, P. J.; Collum, D. B.; Huffman, J. C. Highly enantioselective 1,2-addition of lithium acetylide-ephedrate complexes: spectroscopic evidence for reaction proceeding via a 2:2 tetramer, and X-ray characterization of related complexes. J. Am. Chem. Soc., 2000, 122, 11212-11218.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 11212-11218
    • Xu, F.1    Reamer, R.A.2    Tillyer, R.3    Cummins, J.M.4    Grabowski, E.J.J.5    Reider, P.J.6    Collum, D.B.7    Huffman, J.C.8
  • 43
    • 0037090085 scopus 로고    scopus 로고
    • Enantioselective alkynylation of a prochiral ketone catalyzed by C2-symmetric diamino diols
    • Jiang, B.; Feng, Y. Enantioselective alkynylation of a prochiral ketone catalyzed by C2-symmetric diamino diols. Tetrahedron Lett., 2002, 43, 2975-2977.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 2975-2977
    • Jiang, B.1    Feng, Y.2
  • 44
    • 9444271029 scopus 로고    scopus 로고
    • BINOL catalyzed enantioselective addition of titanium phenylacetylide to aromatic ketones
    • Cozzi, P. G.; Alesi, S. BINOL catalyzed enantioselective addition of titanium phenylacetylide to aromatic ketones. Chem. Commun., 2004, 2448-2449.
    • (2004) Chem. Commun. , pp. 2448-2449
    • Cozzi, P.G.1    Alesi, S.2
  • 46
    • 33845974117 scopus 로고    scopus 로고
    • Recent progress in selective additions of organometal reagents to carbonyl compounds
    • (b) Hatano, M.; Miyamoto, T.; Ishihara, K. Recent progress in selective additions of organometal reagents to carbonyl compounds. Curr. Org. Chem., 2007, 11, 127-157
    • (2007) Curr. Org. Chem. , vol.11 , pp. 127-157
    • Hatano, M.1    Miyamoto, T.2    Ishihara, K.3
  • 47
    • 0347131100 scopus 로고    scopus 로고
    • Chiral tertiary alcohols made by catalytic enantioselective addition of unreactive zinc reagents to poorly electrophilic ketones?
    • (c) Ramón, D. J.; Yus, M. Chiral tertiary alcohols made by catalytic enantioselective addition of unreactive zinc reagents to poorly electrophilic ketones? Angew. Chem. Int. Ed., 2004, 43, 284-287.
    • (2004) Angew Chem. Int. Ed. , vol.43 , pp. 284-287
    • Ramón, D.J.1    Yus, M.2
  • 48
    • 0242291909 scopus 로고    scopus 로고
    • Enantioselective alkynylation of aromatic ketones catalyzed by chiral camphorsulfonamide ligands
    • Lu, G.; Li, X.; Jia, X.; Chan, W. L.; Chan, A. S. C. Enantioselective alkynylation of aromatic ketones catalyzed by chiral camphorsulfonamide ligands. Angew. Chem. Int. Ed., 2003, 42, 5057-5058.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 5057-5058
    • Lu, G.1    Li, X.2    Jia, X.3    Chan, W.L.4    Chan, A.S.C.5
  • 49
    • 33749341847 scopus 로고    scopus 로고
    • Highly enantioselective catalytic alkynylation of ketones - a convenient approach to optically active propargylic alcohols
    • Lu, G.; Li, X. S.; Li, Y. M.; Kwong, F. Y.; Chan, A. S. C. Highly enantioselective catalytic alkynylation of ketones - a convenient approach to optically active propargylic alcohols. Adv. Synth. Catal., 2006, 348, 1926-1933.
    • (2006) Adv. Synth. Catal. , vol.348 , pp. 1926-1933
    • Lu, G.1    Li, X.S.2    Li, Y.M.3    Kwong, F.Y.4    Chan, A.S.C.5
  • 50
    • 33744500994 scopus 로고    scopus 로고
    • Highly enantioselective addition of phenylacetylene to ketones catalyzed by bis(hydroxycamphorsulfonamide)-copper(II) complex
    • Liu, L.; Wang, R.; Kang, Y. F.; Cai, H. Q.; Chen, C. Highly enantioselective addition of phenylacetylene to ketones catalyzed by bis(hydroxycamphorsulfonamide)-copper(II) complex. Synlett, 2006, 1245-1249.
    • (2006) Synlett , pp. 1245-1249
    • Liu, L.1    Wang, R.2    Kang, Y.F.3    Cai, H.Q.4    Chen, C.5
  • 51
    • 9444224984 scopus 로고    scopus 로고
    • Highly enantioselective phenylacetylene additions to ketones catalyzed by (S)-BINOL-Ti complex
    • Zhou, Y. F.; Wang, R.; Xu, Z. Q.; Yan, W. J.; Liu, L.; Kang, Y. F.; Han, Z. J. Highly enantioselective phenylacetylene additions to ketones catalyzed by (S)-BINOL-Ti complex. Org. Lett., 2004, 6, 4147-4149.
    • (2004) Org. Lett. , vol.6 , pp. 4147-4149
    • Zhou, Y.F.1    Wang, R.2    Xu, Z.Q.3    Yan, W.J.4    Liu, L.5    Kang, Y.F.6    Han, Z.J.7
  • 52
    • 27544483565 scopus 로고    scopus 로고
    • Synthesis of new C2-symmetrical bissulfonamide ligands and application in the enantioselective addition of alkynylzinc to aldehydes and ketones
    • Ni, M.; Wang, R.; Han, Z. J.; Mao, B.; Da C, S.; Liu, L.; Chen, C. Synthesis of new C2-symmetrical bissulfonamide ligands and application in the enantioselective addition of alkynylzinc to aldehydes and ketones. Adv. Synth. Catal., 2005, 347, 1659-1665.
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 1659-1665
    • Ni, M.1    Wang, R.2    Han, Z.J.3    Mao, B.4    Da, C.S.5    Liu, L.6    Chen, C.7
  • 53
    • 27744469991 scopus 로고    scopus 로고
    • Chiral tertiary alcohols from a trans-1-arenesulfonyl-amino- 2-isoborneolsulfonylaminocyclo-hexane-catalyzed addition of organozincs to ketones
    • (a) Forrat, V. J.; Ramón, D. J.; Yus, M. Chiral tertiary alcohols from a trans-1-arenesulfonyl-amino- 2-isoborneolsulfonylaminocyclo-hexane-catalyzed addition of organozincs to ketones. Tetrahedron Asymmetry, 2005, 16, 3341-3344
    • (2005) Tetrahedron Asymmetry , vol.16 , pp. 3341-3344
    • Forrat, V.J.1    Ramón, D.J.2    Yus, M.3
  • 54
    • 33744832398 scopus 로고    scopus 로고
    • Trans-1- sulfonylamino-2-isoborneol-sulfonylamino cyclohexane derivatives: excellent chiral ligands for the catalytic enantioselective addition of organozinc reagents to ketones
    • (b) Forrat, V. J.; Prieto, O.; Ramón, D. J.; Yus, M. Trans-1- sulfonylamino-2-isoborneol-sulfonylamino cyclohexane derivatives: excellent chiral ligands for the catalytic enantioselective addition of organozinc reagents to ketones. Chem. Eur. J., 2006, 12, 4431-4445.
    • (2006) Chem. Eur. J. , vol.12 , pp. 4431-4445
    • Forrat, V.J.1    Prieto, O.2    Ramón, D.J.3    Yus, M.4
  • 55
    • 33645467442 scopus 로고    scopus 로고
    • Enantioselective addition of phenylacetylene to ketones catalyzed by titanium(IV) complexes of N-sulfonylated β-amino alcohols
    • Wang, S. H.; Tu, Y. Q.; Chen, P. Enantioselective addition of phenylacetylene to ketones catalyzed by titanium(IV) complexes of N-sulfonylated β-amino alcohols. Chin. J. Chem., 2006, 24, 165-168.
    • (2006) Chin. J. Chem. , vol.24 , pp. 165-168
    • Wang, S.H.1    Tu, Y.Q.2    Chen, P.3
  • 56
    • 34250833828 scopus 로고    scopus 로고
    • Enantioselective alkynylation of ketones promoted by β-sulfonamide alcoholtitanium complexes
    • Ni, M.; Zhou, Y. F.; Chen, C.; Xu, J. K.; Wang, R. Enantioselective alkynylation of ketones promoted by β-sulfonamide alcoholtitanium complexes. Chin. J. Chem., 2007, 25, 694-697.
    • (2007) Chin. J. Chem. , vol.25 , pp. 694-697
    • Ni, M.1    Zhou, Y.F.2    Chen, C.3    Xu, J.K.4    Wang, R.5
  • 57
    • 65549153706 scopus 로고    scopus 로고
    • Asymmetric addition of phenylacetylene to aromatic ketones catalyzed by zinc or titanium complexes with chiral hydroxysulfonamide
    • Zhou, Y. F.; Han, Z. J.; Qiu, L.; Liang, J. Y.; Ren, F. B.; Wang, R. Asymmetric addition of phenylacetylene to aromatic ketones catalyzed by zinc or titanium complexes with chiral hydroxysulfonamide. Chirality, 2009, 21, 473-479.
    • (2009) Chirality , vol.21 , pp. 473-479
    • Zhou, Y.F.1    Han, Z.J.2    Qiu, L.3    Liang, J.Y.4    Ren, F.B.5    Wang, R.6
  • 58
    • 33750985966 scopus 로고    scopus 로고
    • Enantioselective addition of phenylacetylene to ketones catalyzed by chiral amino alcohols
    • Ding, J.; Shen, Z. H.; Luo, X. Q.; Chen, W. Y.; Zhang, Y. W. Enantioselective addition of phenylacetylene to ketones catalyzed by chiral amino alcohols. Chin. J. Chem., 2006, 24, 1285-1289.
    • (2006) Chin. J. Chem. , vol.24 , pp. 1285-1289
    • Ding, J.1    Shen, Z.H.2    Luo, X.Q.3    Chen, W.Y.4    Zhang, Y.W.5
  • 59
    • 13244264845 scopus 로고    scopus 로고
    • Highly enantioselective phenylacetylene addition to aromatic ketones catalyzed by cinchona alkaloid-aluminum complexes
    • Liu, L.; Wang, R.; Kang, Y.-F.; Chen, C.; Xu, Z.-Q.; Zhou, Y.-F.; Ni, M.; Cai, H.-Q.; Gong, M.-Z. Highly enantioselective phenylacetylene addition to aromatic ketones catalyzed by cinchona alkaloid-aluminum complexes. J. Org. Chem., 2005, 70, 1084-1086.
    • (2005) J. Org. Chem. , vol.70 , pp. 1084-1086
    • Liu, L.1    Wang, R.2    Kang, Y.-F.3    Chen, C.4    Xu, Z.-Q.5    Zhou, Y.-F.6    Ni, M.7    Cai, H.-Q.8    Gong, M.-Z.9
  • 60
    • 0038711344 scopus 로고    scopus 로고
    • Enantioselective alkynylation of ketones catalyzed by Zn(Salen) complexes
    • Cozzi, P. G. Enantioselective alkynylation of ketones catalyzed by Zn(Salen) complexes. Angew. Chem. Int. Ed., 2003, 42, 2895-2898.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 2895-2898
    • Cozzi, P.G.1
  • 61
    • 3943102691 scopus 로고    scopus 로고
    • Zn(Salen)-catalyzed asymmetric alkynylation of ketones
    • Saito, K.; Katsuki, T. Zn(Salen)-catalyzed asymmetric alkynylation of ketones. Synlett, 2004, 1557-1560.
    • (2004) Synlett , pp. 1557-1560
    • Saito, K.1    Katsuki, T.2
  • 62
    • 9644302466 scopus 로고    scopus 로고
    • Enantioselective alkynylation of aromatic ketones promoted by (S)-phenylalanine-derived β-amino alcohol
    • Liu, L.; Kang, Y. F.; Wang, R.; Zhou, Y. F.; Chen, C.; Ni, M.; Gong, M. Z. Enantioselective alkynylation of aromatic ketones promoted by (S)-phenylalanine-derived β-amino alcohol. Tetrahedron Asymmetry, 2004, 15, 3757-3761.
    • (2004) Tetrahedron Asymmetry , vol.15 , pp. 3757-3761
    • Liu, L.1    Kang, Y.F.2    Wang, R.3    Zhou, Y.F.4    Chen, C.5    Ni, M.6    Gong, M.Z.7
  • 63
    • 15044361350 scopus 로고    scopus 로고
    • Enantioselective alkynylation of aromatic ketones catalyzed by new chiral oxazolidine ligands
    • Kang, Y.-F.; Liu, L.; Wang, R.; Zhou, Y.-F.; Yan, W. J. Enantioselective alkynylation of aromatic ketones catalyzed by new chiral oxazolidine ligands. Adv. Synth. Catal., 2005, 347, 243-247.
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 243-247
    • Kang, Y.-F.1    Liu, L.2    Wang, R.3    Zhou, Y.-F.4    Yan, W.J.5
  • 64
    • 21644463030 scopus 로고    scopus 로고
    • Sulfamide-amine alcohol catalyzed enantioselective alkynylation of aromatic ketones
    • Mao, J. C.; Wan, B. S.; Wu, F.; Lu, S. W. Sulfamide-amine alcohol catalyzed enantioselective alkynylation of aromatic ketones. J. Mol. Catal. A. Chem., 2005, 237, 126-131.
    • (2005) J. Mol. Catal. A. Chem. , vol.237 , pp. 126-131
    • Mao, J.C.1    Wan, B.S.2    Wu, F.3    Lu, S.W.4
  • 65
    • 33646880643 scopus 로고    scopus 로고
    • A new type of ligand derived from N-terminal protected dipeptides in enantioselective addition of phenylacetylene to aromatic ketones at room temperature
    • Cai, H. Q.; Chen, C.; Liu, L.; Ni, J. M.; Wang, R. A new type of ligand derived from N-terminal protected dipeptides in enantioselective addition of phenylacetylene to aromatic ketones at room temperature. J. Mol. Catal. A. Chem., 2006, 253, 86-91.
    • (2006) J. Mol. Catal. A. Chem. , vol.253 , pp. 86-91
    • Cai, H.Q.1    Chen, C.2    Liu, L.3    Ni, J.M.4    Wang, R.5
  • 66
    • 33745711830 scopus 로고    scopus 로고
    • Low ligand loading, highly enantioselective addition of phenylacetylene to aromatic ketones catalyzed by schiff-base amino alcohols
    • Chen, C.; Hong, L.; Xu, Z.-Q.; Liu, L.; Wang, R. Low ligand loading, highly enantioselective addition of phenylacetylene to aromatic ketones catalyzed by schiff-base amino alcohols. Org. Lett., 2006, 8, 2277-2280.
    • (2006) Org. Lett. , vol.8 , pp. 2277-2280
    • Chen, C.1    Hong, L.2    Xu, Z.-Q.3    Liu, L.4    Wang, R.5
  • 67
    • 34047203487 scopus 로고    scopus 로고
    • Asymmetric addition of 1-ethynylcyclohexene to both aromatic and heteroaromatic ketones catalyzed by a chiral Schiff base-zinc complex
    • Wang, Q.; Zhang, B.; Hu, G.; Chen, C.; Zhao, Q.; Wang, R. Asymmetric addition of 1-ethynylcyclohexene to both aromatic and heteroaromatic ketones catalyzed by a chiral Schiff base-zinc complex. Org. Biomol. Chem., 2007, 5, 1161-1163.
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 1161-1163
    • Wang, Q.1    Zhang, B.2    Hu, G.3    Chen, C.4    Zhao, Q.5    Wang, R.6
  • 68
    • 52049118590 scopus 로고    scopus 로고
    • Schiff-base amino alcohol-zinc complex for enantioselective addition of phenylacetylene to aromatic ketones
    • Chen, C.; Hong, L.; Wang, Q.; Zhang, B. Z.; Wang, R. Schiff-base amino alcohol-zinc complex for enantioselective addition of phenylacetylene to aromatic ketones. Chem. Res. Chin. U., 2008, 24, 306-311.
    • (2008) Chem. Res. Chin. U. , vol.24 , pp. 306-311
    • Chen, C.1    Hong, L.2    Wang, Q.3    Zhang, B.Z.4    Wang, R.5
  • 69
    • 33845574144 scopus 로고    scopus 로고
    • Enantioselective phenylacetylene addition to aldehydes and ketones catalyzed by recyclable polymeric Zn(salen) complex
    • Pathak, K.; Bhatt, A. P.; Abdi, S. H. R.; Kureshy, R. I.; Khan, N. H.; Ahmad, I.; Jasra, R. V. Enantioselective phenylacetylene addition to aldehydes and ketones catalyzed by recyclable polymeric Zn(salen) complex. Chirality, 2007, 19, 82-88.
    • (2007) Chirality , vol.19 , pp. 82-88
    • Pathak, K.1    Bhatt, A.P.2    Abdi, S.H.R.3    Kureshy, R.I.4    Khan, N.H.5    Ahmad, I.6    Jasra, R.V.7
  • 70
    • 39049155381 scopus 로고    scopus 로고
    • Catalytic asymmetric addition of alkynylzinc reagents to ketones using polymersupported chiral Schiff-base amino alcohols
    • Chen, C.; Hong, L.; Zhang, B. Z.; Wang, R. Catalytic asymmetric addition of alkynylzinc reagents to ketones using polymersupported chiral Schiff-base amino alcohols. Tetrahedron Asymmetry, 2008, 19, 191-196.
    • (2008) Tetrahedron Asymmetry , vol.19 , pp. 191-196
    • Chen, C.1    Hong, L.2    Zhang, B.Z.3    Wang, R.4
  • 71
    • 0037933548 scopus 로고    scopus 로고
    • Highly enantioselective alkynylation of α-keto ester: an efficient method for constructing a chiral tertiary carbon center
    • Jiang, B.; Chen, Z.; Tang, X. Highly enantioselective alkynylation of (-keto ester: an efficient method for constructing a chiral tertiary carbon center. Org. Lett., 2002, 4, 3451-3453.
    • (2002) Org. Lett. , vol.4 , pp. 3451-3453
    • Jiang, B.1    Chen, Z.2    Tang, X.3
  • 72
    • 33749533572 scopus 로고    scopus 로고
    • Catalytic enantioselective alkenylation and phenylation of trifluoromethyl ketones
    • Motoki, R.; Tomita, D.; Kanai, M.; Shibasaki, M. Catalytic enantioselective alkenylation and phenylation of trifluoromethyl ketones. Tetrahedron Lett., 2006, 47, 8083-8086.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 8083-8086
    • Motoki, R.1    Tomita, D.2    Kanai, M.3    Shibasaki, M.4
  • 73
    • 34547936758 scopus 로고    scopus 로고
    • Copperalkoxide-catalyzed alkynylation of trifluoromethyl ketones
    • Motoki, R.; Kanai, M.; Shibasaki, M. Copper(I) alkoxide-catalyzed alkynylation of trifluoromethyl ketones. Org. Lett., 2007, 9, 2997-3000.
    • (2007) Org. Lett. , vol.9 , pp. 2997-3000
    • Motoki, R.1    Kanai, M.2    Shibasaki, M.3


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