SCOPUS 정보 검색 플랫폼

Volumn 9, Issue 10, 2011, Pages 3759-3767

New domino radical synthesis of aminoalcohols promoted by TiCl 4-Zn/t-BuOOH system: Selective hydroxyalkylation of amines in alcohol or in cyclic ether cosolvents

(5) Prosperini, Simona a Pastori, Nadia a Ghilardi, Alessandra a Clerici, Angelo a Punta, Carlo a

a POLITECNICO DI MILANO (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ALCOHOLS; AROMATIC AMINES; ARYL AMINES; CASCADE PROCESS; CATALYTIC SYSTEM; COSOLVENTS; CYCLIC ETHER; FUNCTIONALIZED; HIGHER YIELD; HYDROXYALKYLATION; RADICAL SYNTHESIS;

AMINES; ETHERS; REACTION KINETICS;

SYNTHESIS (CHEMICAL);

ALCOHOL DERIVATIVE; AMINE; ETHER DERIVATIVE; FREE RADICAL; SOLVENT; TERT BUTYL HYDROPEROXIDE; TITANIUM; TITANIUM TETRACHLORIDE; ZINC;

ALKYLATION; ARTICLE; CHEMISTRY; ENZYME SPECIFICITY; SYNTHESIS;

ALCOHOLS; ALKYLATION; AMINES; ETHERS, CYCLIC; FREE RADICALS; SOLVENTS; SUBSTRATE SPECIFICITY; TERT-BUTYLHYDROPEROXIDE; TITANIUM; ZINC;

EID: 79955417186 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c1ob05191a Document Type: Article

Times cited : (12)

References (50)

1
- 33845899126
- J. S. Yadav A. R. Reddy A. V. Narsaiah B. V. S. Reddy J. Mol. Catal. A: Chem. 2007 261 207 212
- (2007) J. Mol. Catal. A: Chem. , vol.261 , pp. 207-212
- Yadav, J.S.¹ Reddy, A.R.² Narsaiah, A.V.³ Reddy, B.V.S.⁴

2
- 33745000564
- D. S. Bose A. V. Narsaiah Bioorg. Med. Chem. 2005 3 627 630
- (2005) Bioorg. Med. Chem. , vol.3 , pp. 627-630
- Bose, D.S.¹ Narsaiah, A.V.²

3
- 0033549552
- E. J. Corey F. Zhang Angew. Chem., Int. Ed. 1999 38 1931 1934
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1931-1934
- Corey, E.J.¹ Zhang, F.²

4
- 0038468227
- D. J. Ager I. Prakash D. R. Shaad Chem. Rev. 1996 96 835 875
- (1996) Chem. Rev. , vol.96 , pp. 835-875
- Ager, D.J.¹ Prakash, I.² Shaad, D.R.³

5
- 78049300999
- R. Lichtenberger U. Schubert J. Mater. Chem. 2010 20 9287 9296
- (2010) J. Mater. Chem. , vol.20 , pp. 9287-9296
- Lichtenberger, R.¹ Schubert, U.²

6
- 77958045938
- M. A. Melo Jr. C. Airoldi Dalton Trans. 2010 39 10217 10227
- (2010) Dalton Trans. , vol.39 , pp. 10217-10227
- Melo Jr., M.A.¹ Airoldi, C.²

7
- 77950337817
- K. Thongsuriwong P. Amornpitoksuk S. Suwanboon J. Phys. Chem. Solids 2010 71 730 734
- (2010) J. Phys. Chem. Solids , vol.71 , pp. 730-734
- Thongsuriwong, K.¹ Amornpitoksuk, P.² Suwanboon, S.³

8
- 77950812061
- S. W. Kevin T. P. Yoon J. Am. Chem. Soc. 2010 132 4570 4571
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 4570-4571
- Kevin, S.W.¹ Yoon, T.P.²

9
- 33748233248
- G. Li H.-T. Chang K. B. Sharpless Angew. Chem., Int. Ed. Engl. 1996 35 451 454
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 451-454
- Li, G.¹ Chang, H.-T.² Sharpless, K.B.³

10
- 33847799422
- For reviews, see:
- K. B. Sharpless A. O. Chong J. Oshima J. Org. Chem. 1976 41 177
- (1976) J. Org. Chem. , vol.41 , pp. 177
- Sharpless, K.B.¹ Chong, A.O.² Oshima, J.³

11
- 0033083525
- P. O'Brien Angew. Chem., Int. Ed. 1999 38 326 329
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 326-329
- O'Brien, P.¹

12
- 0042844930
- D. Nilov O. Reiser Adv. Synth. Catal. 2002 344 1169 1173
- (2002) Adv. Synth. Catal. , vol.344 , pp. 1169-1173
- Nilov, D.¹ Reiser, O.²

13
- 0037153793
- J. A. Bodkin M. D. McLeod J. Chem. Soc., Perkin Trans. 1 2002 2733 2746
- (2002) J. Chem. Soc., Perkin Trans. 1 , pp. 2733-2746
- Bodkin, J.A.¹ McLeod, M.D.²

14
- 78049331356
- M. Selva M. Fabris V. Lucchini A. Perosa M. Noè Org. Biomol. Chem. 2010 8 5187 5198
- (2010) Org. Biomol. Chem. , vol.8 , pp. 5187-5198
- Selva, M.¹ Fabris, M.² Lucchini, V.³ Perosa, A.⁴ Noè, M.⁵

15
- 8744264856
- G. Bartoli M. Bosco A. Carlone M. Locatelli P. Melchiorre L. Sambri Org. Lett. 2004 6 3973 3975
- (2004) Org. Lett. , vol.6 , pp. 3973-3975
- Bartoli, G.¹ Bosco, M.² Carlone, A.³ Locatelli, M.⁴ Melchiorre, P.⁵ Sambri, L.⁶

16
- 0033920416
- E. N. Jacobsen Acc. Chem. Res. 2000 33 421 431
- (2000) Acc. Chem. Res. , vol.33 , pp. 421-431
- Jacobsen, E.N.¹

17
- 0029757771
- For reviews see:
- J. F. Larrow S. E. Schaus E. N. Jacobsen J. Am. Chem. Soc. 1996 118 7420 7421
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 7420-7421
- Larrow, J.F.¹ Schaus, S.E.² Jacobsen, E.N.³

18
- 7044235263
- L. F. Tieze Chem. Rev. 1996 96 115 136
- (1996) Chem. Rev. , vol.96 , pp. 115-136
- Tieze, L.F.¹

19
- 17444401687
- For background reviews in the field see:
- J. C. Wasilke S. J. Obrey R. T. Baker G. C. Bazan Chem. Rev. 2005 105 1001 1020
- (2005) Chem. Rev. , vol.105 , pp. 1001-1020
- Wasilke, J.C.¹ Obrey, S.J.² Baker, R.T.³ Bazan, G.C.⁴

20
- 0035948184
- G. K. Friestad Tetrahedron 2001 57 5461 5496
- (2001) Tetrahedron , vol.57 , pp. 5461-5496
- Friestad, G.K.¹

21
- 2942702314
- H. Miyabe M. Ueda T. Naito Synlett 2004 7 1140 1157
- (2004) Synlett , vol.7 , pp. 1140-1157
- Miyabe, H.¹ Ueda, M.² Naito, T.³

22
- 23044503907
- G. K. Friestad Eur. J. Org. Chem. 2005 3157 3172
- (2005) Eur. J. Org. Chem. , pp. 3157-3172
- Friestad, G.K.¹

23
- 51049097914
- K. Yamada K. Tomioka Chem. Rev. 2008 108 2874 2886
- (2008) Chem. Rev. , vol.108 , pp. 2874-2886
- Yamada, K.¹ Tomioka, K.²

24
- 61749095868
- For some leading references see:
- T. Akindele K. Yamada K. Tomioka Acc. Chem. Res. 2009 42 345 355
- (2009) Acc. Chem. Res. , vol.42 , pp. 345-355
- Akindele, T.¹ Yamada, K.² Tomioka, K.³

25
- 55549118290
- G. K. Friestad A. Ji Org. Lett. 2008 10 2311 2313
- (2008) Org. Lett. , vol.10 , pp. 2311-2313
- Friestad, G.K.¹ Ji, A.²

26
- 16244365826
- M. Ueda H. Miyabe H. Sugino T. Naito Org. Biomol. Chem. 2005 3 1124 1128
- (2005) Org. Biomol. Chem. , vol.3 , pp. 1124-1128
- Ueda, M.¹ Miyabe, H.² Sugino, H.³ Naito, T.⁴

27
- 30944437087
- K. Yamada Y. Yamamoto M. Maekawa T. Akindele H. Umeki K. Tomioka Org. Lett. 2006 8 87 89
- (2006) Org. Lett. , vol.8 , pp. 87-89
- Yamada, K.¹ Yamamoto, Y.² Maekawa, M.³ Akindele, T.⁴ Umeki, H.⁵ Tomioka, K.⁶

28
- 33846328726
- T. Akindele Y. Yamamoto M. Maekawa H. Umeki K. Yamada K. Tomioka Org. Lett. 2006 8 5729 5732
- (2006) Org. Lett. , vol.8 , pp. 5729-5732
- Akindele, T.¹ Yamamoto, Y.² Maekawa, M.³ Umeki, H.⁴ Yamada, K.⁵ Tomioka, K.⁶

29
- 55949093214
- K. Yamada M. Nakano M. Maekawa T. Akindele K. Tomioka Org. Lett. 2008 10 3805 3808
- (2008) Org. Lett. , vol.10 , pp. 3805-3808
- Yamada, K.¹ Nakano, M.² Maekawa, M.³ Akindele, T.⁴ Tomioka, K.⁵

30
- 70049111044
- N. Pastori C. Gambarotti C. Punta Mini-Rev. Org. Chem. 2009 6 184 195
- (2009) Mini-Rev. Org. Chem. , vol.6 , pp. 184-195
- Pastori, N.¹ Gambarotti, C.² Punta, C.³

31
- 33747342194
- R. Cannella A. Clerici W. Panzeri N. Pastori O. Porta Tetrahedron 2006 62 5986 5994
- (2006) Tetrahedron , vol.62 , pp. 5986-5994
- Cannella, R.¹ Clerici, A.² Panzeri, W.³ Pastori, N.⁴ Porta, O.⁵

32
- 33646449533
- R. Cannella A. Clerici W. Panzeri N. Pastori C. Punta O. Porta J. Am. Chem. Soc. 2006 128 5358 5359
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 5358-5359
- Cannella, R.¹ Clerici, A.² Panzeri, W.³ Pastori, N.⁴ Punta, C.⁵ Porta, O.⁶

33
- 58149156300
- A. Clerici A. Ghilardi N. Pastori C. Punta O. Porta Org. Lett. 2008 10 5063 5066
- (2008) Org. Lett. , vol.10 , pp. 5063-5066
- Clerici, A.¹ Ghilardi, A.² Pastori, N.³ Punta, C.⁴ Porta, O.⁵

34
- 51649125972
- V. Leiro J. M. Seco E. Quiñoá R. Riguera Org. Lett. 2008 10 2729 2732
- (2008) Org. Lett. , vol.10 , pp. 2729-2732
- Leiro, V.¹ Seco, J.M.² Quiñoá, E.³ Riguera, R.⁴

35
- 51649089354
- V. Leiro J. M. Seco E. Quiñoá R. Riguera Org. Lett. 2008 10 2733 2736
- (2008) Org. Lett. , vol.10 , pp. 2733-2736
- Leiro, V.¹ Seco, J.M.² Quiñoá, E.³ Riguera, R.⁴

36
- 34547797359
- and references therein
- R. Nandhakumar Y.-E. Guo L. Tang W. Nam K. M. Kim Tetrahedron Lett. 2007 48 6582 6585
- (2007) Tetrahedron Lett. , vol.48 , pp. 6582-6585
- Nandhakumar, R.¹ Guo, Y.-E.² Tang, L.³ Nam, W.⁴ Kim, K.M.⁵

37
- 76449100485
- R. Spaccini A. Ghilardi N. Pastori A. Clerici C. Punta O. Porta Tetrahedron 2010 66 2044 2052
- (2010) Tetrahedron , vol.66 , pp. 2044-2052
- Spaccini, R.¹ Ghilardi, A.² Pastori, N.³ Clerici, A.⁴ Punta, C.⁵ Porta, O.⁶

38
- 34548067737
- A. Clerici C. Greco W. Panzeri N. Pastori C. Punta O. Porta Eur. J. Org. Chem. 2007 4050 4055
- (2007) Eur. J. Org. Chem. , pp. 4050-4055
- Clerici, A.¹ Greco, C.² Panzeri, W.³ Pastori, N.⁴ Punta, C.⁵ Porta, O.⁶

39
- 0000687660
- J. Lilie G. Beck A. Henglein Ber. Bunsen-Ges. Phys. Chem. 1971 75 458
- (1971) Ber. Bunsen-Ges. Phys. Chem. , vol.75 , pp. 458
- Lilie, J.¹ Beck, G.² Henglein, A.³

40
- 0003796335
- Z. B. Alfassi, Wiley Interscience, p. 420
- General Aspects of the Chemistry of Radicals, ed., Z. B. Alfassi, Wiley Interscience, 1999, p. 420
- (1999) General Aspects of the Chemistry of Radicals, Ed.

41
- 77956200751
- N. Pastori C. Greco A. Clerici C. Punta O. Porta Org. Lett. 2010 12 3898 3901
- (2010) Org. Lett. , vol.12 , pp. 3898-3901
- Pastori, N.¹ Greco, C.² Clerici, A.³ Punta, C.⁴ Porta, O.⁵

42
- 0034704336
- M. Hasegawa D. Tanijama K. Tomioka Tetrahedron 2000 56 10153 10158
- (2000) Tetrahedron , vol.56 , pp. 10153-10158
- Hasegawa, M.¹ Tanijama, D.² Tomioka, K.³

43
- 33749511797
- J. M. M. Verkade L. J. C. van Hemert P. J. L. M. Quaedflieg P. L. Alsters F. L. van Delft F. P. J. T. Rutjes Tetrahedron Lett. 2006 47 8109 8113
- (2006) Tetrahedron Lett. , vol.47 , pp. 8109-8113
- Verkade, J.M.M.¹ Van Hemert, L.J.C.² Quaedflieg, P.J.L.M.³ Alsters, P.L.⁴ Van Delft, F.L.⁵ Rutjes, F.P.J.T.⁶

44
- 34547188273
- J. M. M. Verkade L. J. C. van Hemert P. J. L. M. Quaedflieg H. E. Schoemaker M. Schürmann F. L. van Delft F. P. J. T. Rutjes Adv. Synth. Catal. 2007 349 1332 1336
- (2007) Adv. Synth. Catal. , vol.349 , pp. 1332-1336
- Verkade, J.M.M.¹ Van Hemert, L.J.C.² Quaedflieg, P.J.L.M.³ Schoemaker, H.E.⁴ Schürmann, M.⁵ Van Delft, F.L.⁶ Rutjes, F.P.J.T.⁷

45
- 37049098094
- B. C. Gilbert P. D. R. Marshall R. O. C. Norman N. Pineda P. S. Williams J. Chem. Soc., Perkin Trans. 2 1981 1392 1400
- (1981) J. Chem. Soc., Perkin Trans. 2 , pp. 1392-1400
- Gilbert, B.C.¹ Marshall, P.D.R.² Norman, R.O.C.³ Pineda, N.⁴ Williams, P.S.⁵

46
- 33947093238
- H. Paul R. D. Small J. C. Scaiano J. Am. Chem. Soc. 1978 100 4520 4524
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 4520-4524
- Paul, H.¹ Small, R.D.² Scaiano, J.C.³

47
- 0011735847
- S. K. Wang J. Am. Chem. Soc. 1979 101 1235 1239
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 1235-1239
- Wang, S.K.¹

48
- 2942667706
- M. Finn R. Friedline N. K. Suleman C. J. Wohl J. M. Tanko J. Am. Chem. Soc. 2004 126 7578 7584
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 7578-7584
- Finn, M.¹ Friedline, R.² Suleman, N.K.³ Wohl, C.J.⁴ Tanko, J.M.⁵

49
- 77956199653
- C. Punta F. Minisci Trends. Heterocycl. Chem. 2008 13 1 68
- (2008) Trends. Heterocycl. Chem. , vol.13 , pp. 1-68
- Punta, C.¹ Minisci, F.²

50
- 9944243162
- Y. Yamamoto M. Maekawa T. Akindele K. Yamada K. Tomioka Tetrahedron 2005 61 379 384
- (2005) Tetrahedron , vol.61 , pp. 379-384
- Yamamoto, Y.¹ Maekawa, M.² Akindele, T.³ Yamada, K.⁴ Tomioka, K.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.