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Angewandte Chemie - International Edition

Volumn 53, Issue 31, 2014, Pages 8142-8145

Organocatalytic asymmetric hydrolysis of epoxides

(3) Monaco, Mattia Riccardo a Prévost, Sébastien a List, Benjamin a

a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG (Germany)

Author keywords

biomimetic chemistry; carboxylysis; dihydroxylation; epoxides; organocatalysis

Indexed keywords

BIOMIMETICS; CARBOXYLATION; HYDROXYLATION; REACTION KINETICS; STEREOCHEMISTRY;

BIOMIMETIC CHEMISTRY; CARBOXYLYSIS; DIHYDROXYLATION; EPOXIDES; ORGANOCATALYSIS;

PHOSPHORIC ACID;

EID: 84905244752 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201400170 Document Type: Article

Times cited : (77)

References (49)

1
- 4444276636
- H. C. Kolb, M. S. VanNieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483-2547
- (1994) Chem. Rev. , vol.94 , pp. 2483-2547
- Kolb, H.C.¹ Vannieuwenhze, M.S.² Sharpless, K.B.³

2
- 0034697497
- (Eds.: H. U. Blaser, E. Schmidt), Wiley-VCH, Weinheim
- Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions (Eds.:, H. U. Blaser, E. Schmidt,), Wiley-VCH, Weinheim, 2004
- (2004) Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

3
- 67649378872
- P. Kumar, P. Gupta, Synlett 2009, 1367-1382.
- (2009) Synlett , pp. 1367-1382
- Kumar, P.¹ Gupta, P.²

4
- 0031024261
- E. N. Jacobsen, F. Kakiuchi, R. G. Konsler, J. F. Larrow, M. Tokunaga, Tetrahedron Lett. 1997, 38, 773-776
- (1997) Tetrahedron Lett. , vol.38 , pp. 773-776
- Jacobsen, E.N.¹ Kakiuchi, F.² Konsler, R.G.³ Larrow, J.F.⁴ Tokunaga, M.⁵

5
- 0030860279
- For an asymmetric hydrolysis of cyclohexene oxide, see
- M. Tokunaga, J. F. Larrow, F. Kakiuchi, E. N. Jacobsen, Science 1997, 277, 936-938. For an asymmetric hydrolysis of cyclohexene oxide, see
- (1997) Science , vol.277 , pp. 936-938
- Tokunaga, M.¹ Larrow, J.F.² Kakiuchi, F.³ Jacobsen, E.N.⁴

6
- 0346398727
- J. M. Ready, E. N. Jacobsen, Angew. Chem. 2002, 114, 1432-1435
- (2002) Angew. Chem. , vol.114 , pp. 1432-1435
- Ready, J.M.¹ Jacobsen, E.N.²

7
- 0037091011
- Angew. Chem. Int. Ed. 2002, 41, 1374-1377.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1374-1377

8
- 0034654056
- S. Matsunaga, J. Das, J. Roels, E. M. Vogl, N. Yamamoto, T. Iida, K. Yamaguchi, M. Shibasaki, J. Am. Chem. Soc. 2000, 122, 2252-2260.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 2252-2260
- Matsunaga, S.¹ Das, J.² Roels, J.³ Vogl, E.M.⁴ Yamamoto, N.⁵ Iida, T.⁶ Yamaguchi, K.⁷ Shibasaki, M.⁸

9
- 33645016363
- C. Schneider, A. R. Sreekanth, E. Mai, Angew. Chem. 2004, 116, 5809-5812
- (2004) Angew. Chem. , vol.116 , pp. 5809-5812
- Schneider, C.¹ Sreekanth, A.R.² Mai, E.³

10
- 8444233967
- Angew. Chem. Int. Ed. 2004, 43, 5691-5694.
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5691-5694

11
- 84875872547
- M. Zhuang, H. Du, Org. Biomol. Chem. 2013, 11, 1460-1462
- (2013) Org. Biomol. Chem. , vol.11 , pp. 1460-1462
- Zhuang, M.¹ Du, H.²

12
- 84890026788
- during the preparation of this manuscript a ring-opening reaction of epoxides with 2-mercaptobenzothiol was reported.
- during the preparation of this manuscript a ring-opening reaction of epoxides with 2-mercaptobenzothiol was reported:, Z. Wang, W. K. Law, J. Sun, Org. Lett. 2013, 15, 5964-5966.
- (2013) Org. Lett. , vol.15 , pp. 5964-5966
- Wang, Z.¹ Law, W.K.² Sun, J.³

13
- 0025611278
- W. B. Jakoby, D. M. Ziegler, J. Biol. Chem. 1990, 265, 20715-20718
- (1990) J. Biol. Chem. , vol.265 , pp. 20715-20718
- Jakoby, W.B.¹ Ziegler, D.M.²

14
- 38949094492
- F. P. Guengerich, Chem. Res. Toxicol. 2008, 21, 70-83.
- (2008) Chem. Res. Toxicol. , vol.21 , pp. 70-83
- Guengerich, F.P.¹

15
- 0028978081
- J. K. Beetham, D. Grant, M. Arand, J. Garbarino, T. Kiosue, F. Pinot, F. Oesch, W. R. Belknap, K. Shinozaki, B. D. Hammock, DNA Cell Biol. 1995, 14, 61-71
- (1995) DNA Cell Biol. , vol.14 , pp. 61-71
- Beetham, J.K.¹ Grant, D.² Arand, M.³ Garbarino, J.⁴ Kiosue, T.⁵ Pinot, F.⁶ Oesch, F.⁷ Belknap, W.R.⁸ Shinozaki, K.⁹ Hammock, B.D.¹⁰

16
- 14644429730
- J. W. Newman, C. Morisseau, B. D. Hammock, Prog. Lipid Res. 2005, 44, 1-51
- (2005) Prog. Lipid Res. , vol.44 , pp. 1-51
- Newman, J.W.¹ Morisseau, C.² Hammock, B.D.³

17
- 0842325300
- M. T. Reetz, C. Torre, A. Eipper, R. Lohmer, M. Hermes, B. Brunner, A. Maichele, M. Bocola, M. Arand, A. Cronin, Y. Genzel, A. Archelas, R. Furstoss, Org. Lett. 2004, 6, 177-180
- (2004) Org. Lett. , vol.6 , pp. 177-180
- Reetz, M.T.¹ Torre, C.² Eipper, A.³ Lohmer, R.⁴ Hermes, M.⁵ Brunner, B.⁶ Maichele, A.⁷ Bocola, M.⁸ Arand, M.⁹ Cronin, A.¹⁰ Genzel, Y.¹¹ Archelas, A.¹² Furstoss, R.¹³

18
- 67650547522
- M. T. Reetz, M. Bocola, L.-W. Wang, J. Sanchis, A. Cronin, M. Arand, J. Zou, A. Archelas, A. L. Bottalla, A. Naworyta, S. L. Mowbray, J. Am. Chem. Soc. 2009, 131, 7334-7343.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 7334-7343
- Reetz, M.T.¹ Bocola, M.² Wang, L.-W.³ Sanchis, J.⁴ Cronin, A.⁵ Arand, M.⁶ Zou, J.⁷ Archelas, A.⁸ Bottalla, A.L.⁹ Naworyta, A.¹⁰ Mowbray, S.L.¹¹

19
- 84905276003
- DOI: 10.1002/ange.201400169
- M. R. Monaco, B. Poladura, M. Diaz de Los Bernardos, M. Leutzsch, R. Goddard, B. List, Angew. Chem. DOI: 10.1002/ange.201400169;
- Angew. Chem.
- Monaco, M.R.¹ Poladura, B.² Diaz De Los Bernardos, M.³ Leutzsch, M.⁴ Goddard, R.⁵ List, B.⁶

20
- 84903312165
- DOI: 10.1002/anie.201400169
- Angew. Chem. Int. Ed. DOI: 10.1002/anie.201400169.
- Angew. Chem. Int. Ed.

21
- 33845280103
- E. N. Jacobsen, I. Marko, W. S. Mungall, G. Schröder, K. B. Sharpless, J. Am. Chem. Soc. 1988, 110, 1968-1970
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 1968-1970
- Jacobsen, E.N.¹ Marko, I.² Mungall, W.S.³ Schröder, G.⁴ Sharpless, K.B.⁵

22
- 84905277261
- (Eds.: T. Frängsmyr), Nobel Foundation, Stockholm
- K. B. Sharpless, in Searching for New Reactivity from Les Prix Nobel. The Nobel Prizes 2001 (Eds.:, T. Frängsmyr,), Nobel Foundation, Stockholm, 2002.
- (2002) Searching for New Reactivity from les Prix Nobel. The Nobel Prizes 2001
- Sharpless, K.B.¹

23
- 0029664614
- M. Arand, H. Wagner, F. Oesch, J. Biol. Chem. 1996, 271, 4223-4229
- (1996) J. Biol. Chem. , vol.271 , pp. 4223-4229
- Arand, M.¹ Wagner, H.² Oesch, F.³

24
- 48449095141
- B. K. Biswal, C. Morisseau, G. Garen, M. M. Cherney, C. Garen, C. Niu, B. D. Hammock, M. N. G. James, J. Mol. Biol. 2008, 381, 897-912.
- (2008) J. Mol. Biol. , vol.381 , pp. 897-912
- Biswal, B.K.¹ Morisseau, C.² Garen, G.³ Cherney, M.M.⁴ Garen, C.⁵ Niu, C.⁶ Hammock, B.D.⁷ James, M.N.G.⁸

25
- 59449084160
- R. Breslow, J. Biol. Chem. 2009, 284, 1337-1342
- (2009) J. Biol. Chem. , vol.284 , pp. 1337-1342
- Breslow, R.¹

26
- 0039474567
- (Eds.: D. Dolphin, C. McKenna, Y. Murakami, I. Tabushi), American Chemical Society, Washington, DC
- Biomimetic Chemistry (Eds.:, D. Dolphin, C. McKenna, Y. Murakami, I. Tabushi,), American Chemical Society, Washington, DC, 1980
- (1980) Biomimetic Chemistry

27
- 85083347784
- (Eds.: E. Poupon, B. Nay), Wiley-VCH, Weinheim.
- Biomimetic Organic Synthesis (Eds.:, E. Poupon, B. Nay,), Wiley-VCH, Weinheim, 2011.
- (2011) Biomimetic Organic Synthesis

28
- 33749003035
- Other, sterically less demanding phosphoric acids gave lower selectivity and were found to degrade by means of direct nucleophilic attack of the phosphate moiety: a) T. H. Chan, P. Di Raddo, Tetrahedron Lett. 1979, 22, 1947-1950
- (1979) Tetrahedron Lett. , vol.22 , pp. 1947-1950
- Chan, T.H.¹ Di Raddo, P.²

29
- 0342435852
- P. Di Raddo, T. H. Chan, J. Chem. Soc. Chem. Commun. 1983, 16-17.
- (1983) J. Chem. Soc. Chem. Commun. , pp. 16-17
- Di Raddo, P.¹ Chan, T.H.²

30
- 77950248809
- D. Kampen, C. M. Reisinger, B. List, Top. Curr. Chem. 2010, 291, 395-456
- (2010) Top. Curr. Chem. , vol.291 , pp. 395-456
- Kampen, D.¹ Reisinger, C.M.² List, B.³

31
- 33745683617
- T. Akiyama, J. Itoh, K. Fuchibe, Adv. Synth. Catal. 2006, 348, 999-1010
- (2006) Adv. Synth. Catal. , vol.348 , pp. 999-1010
- Akiyama, T.¹ Itoh, J.² Fuchibe, K.³

32
- 77953261329
- M. Terada, Synthesis 2010, 1929-1982
- (2010) Synthesis , pp. 1929-1982
- Terada, M.¹

33
- 84874245258
- M. Mahlau, B. List, Angew. Chem. 2013, 125, 540-556
- (2013) Angew. Chem. , vol.125 , pp. 540-556
- Mahlau, M.¹ List, B.²

34
- 84872002336
- Angew. Chem. Int. Ed. 2013, 52, 518-533
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 518-533

35
- 84875425517
- K. Brak, E. N. Jacobsen, Angew. Chem. 2013, 125, 558-588
- (2013) Angew. Chem. , vol.125 , pp. 558-588
- Brak, K.¹ Jacobsen, E.N.²

36
- 84871966452
- Angew. Chem. Int. Ed. 2013, 52, 534-561
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 534-561

37
- 84864370494
- R. J. Phipps, G. L. Hamilton, F. D. Toste, Nat. Chem. 2012, 4, 603-614.
- (2012) Nat. Chem. , vol.4 , pp. 603-614
- Phipps, R.J.¹ Hamilton, G.L.² Toste, F.D.³

38
- 84858257928
- I. Čoric̈, B. List, Nature 2012, 483, 315-319.
- (2012) Nature , vol.483 , pp. 315-319
- Čoric̈, I.¹ List, B.²

39
- 0242713084
- T. T. L. Au-Yeung, S. S. Chan, A. S. Chan, Adv. Synth. Catal. 2003, 345, 537-555.
- (2003) Adv. Synth. Catal. , vol.345 , pp. 537-555
- Au-Yeung, T.T.L.¹ Chan, S.S.² Chan, A.S.³

40
- 27744548947
- S. Trudeau, J. B. Morgan, M. Shrestha, J. P. Morken, J. Org. Chem. 2005, 70, 9538-9544
- (2005) J. Org. Chem. , vol.70 , pp. 9538-9544
- Trudeau, S.¹ Morgan, J.B.² Shrestha, M.³ Morken, J.P.⁴

41
- 0141521468
- B. Plietker, M. Niggeman, Org. Lett. 2003, 5, 3353-3356
- (2003) Org. Lett. , vol.5 , pp. 3353-3356
- Plietker, B.¹ Niggeman, M.²

42
- 70349951631
- K. Suzuki, P. D. Oldenburg, L. Que, Jr., Angew. Chem. 2008, 120, 1913-1915
- (2008) Angew. Chem. , vol.120 , pp. 1913-1915
- Suzuki, K.¹ Oldenburg, P.D.² Que Jr., L.³

43
- 41949125347
- Angew. Chem. Int. Ed. 2008, 47, 1887-1889
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 1887-1889

44
- 2942553093
- R. A. Bhunnoo, Y. Hu, D. I. Lainé, R. C. D. Brown, Angew. Chem. 2002, 114, 3629-3630
- (2002) Angew. Chem. , vol.114 , pp. 3629-3630
- Bhunnoo, R.A.¹ Hu, Y.² Lainé, D.I.³ Brown, R.C.D.⁴

45
- 0037119780
- Angew. Chem. Int. Ed. 2002, 41, 3479-3480
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 3479-3480

46
- 49249101742
- for a review on osmium-free syn-dihydroxylation of alkenes, see
- J. W. de Boer, W. R. Browne, S. R. Harutyunyan, L. Bini, T. D. Tiemersma-Wegman, P. L. Alsters, R. Hage, B. L. Feringa, Chem. Commun. 2008, 3747-3749; for a review on osmium-free syn-dihydroxylation of alkenes, see
- (2008) Chem. Commun. , pp. 3747-3749
- De Boer, J.W.¹ Browne, W.R.² Harutyunyan, S.R.³ Bini, L.⁴ Tiemersma-Wegman, T.D.⁵ Alsters, P.L.⁶ Hage, R.⁷ Feringa, B.L.⁸

47
- 78650326291
- C. J. R. Bataille, T. J. Donohoe, Chem. Soc. Rev. 2011, 40, 114-128.
- (2011) Chem. Soc. Rev. , vol.40 , pp. 114-128
- Bataille, C.J.R.¹ Donohoe, T.J.²

48
- 0036890399
- P. B. Danielson, Curr. Drug Metab. 2002, 3, 561-597
- (2002) Curr. Drug Metab. , vol.3 , pp. 561-597
- Danielson, P.B.¹

49
- 4644275807
- B. Meunier, S. P. de Visser, S. Shaik, Chem. Rev. 2004, 104, 3947-3980.
- (2004) Chem. Rev. , vol.104 , pp. 3947-3980
- Meunier, B.¹ De Visser, S.P.² Shaik, S.³

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