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Volumn 17, Issue 37, 2011, Pages 10241-10245

Diastereoselective IBX oxidative dearomatization of phenols by remote induction: Towards the epicocconone core framework

(3) Boulangé, Agathe a Peixoto, Philippe A a Franck, Xavier a

a INSA (France)

Author keywords

diastereoselectivity; iodine; lactones; natural products; oxidative dearomatization

Indexed keywords

2-IODOXYBENZOIC ACID; DEAROMATIZATION; DIASTEREO-SELECTIVITY; DIASTEREOMERS; DIASTEREOSELECTIVE; LACTONES; NATURAL PRODUCTS; TRIFLUOROACETIC ACIDS;

IODINE; PHENOLS; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

AROMATIZATION;

BENZOPYRAN DERIVATIVE; BIOLOGICAL PRODUCT; EPICOCCONONE; FURAN DERIVATIVE; KETONE; PHENOL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION; STEREOISOMERISM; SYNTHESIS;

BENZOPYRANS; BIOLOGICAL AGENTS; FURANS; KETONES; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PHENOLS; STEREOISOMERISM;

EID: 80052206878 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201101681 Document Type: Article

Times cited : (26)

References (45)

1
- 80052086547
- N. Osmanova, W. Schultze, N. Ayoub, Phytochem. Rev. 2010, 9, 315-342
- (2010) Phytochem. Rev. , vol.9 , pp. 315-342
- Osmanova, N.¹ Schultze, W.² Ayoub, N.³

2
- 51949093450
- R. C. Clark, S. Y. Lee, D. L. Boger, J. Am. Chem. Soc. 2008, 130, 12355-12369
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 12355-12369
- Clark, R.C.¹ Lee, S.Y.² Boger, D.L.³

3
- 34249006962
- W.-J. Qian, W.-G. Wei, Y.-X. Zhang, Z.-J. Yao, J. Am. Chem. Soc. 2007, 129, 6400-6401
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 6400-6401
- Qian, W.-J.¹ Wei, W.-G.² Zhang, Y.-X.³ Yao, Z.-J.⁴

4
- 33750926655
- J. Zhu, J. A. Porco, Org. Lett. 2006, 8, 5169-5171
- (2006) Org. Lett. , vol.8 , pp. 5169-5171
- Zhu, J.¹ Porco, J.A.²

5
- 33747255747
- M. A. Marsini, K. M. Gowin, T. R. R. Pettus, Org. Lett. 2006, 8, 3481-3483.
- (2006) Org. Lett. , vol.8 , pp. 3481-3483
- Marsini, M.A.¹ Gowin, K.M.² Pettus, T.R.R.³

6
- 0043210665
- P. J. Bell, P. Karuso, J. Am. Chem. Soc. 2003, 125, 9304-9305.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 9304-9305
- Bell, P.J.¹ Karuso, P.²

7
- 78649868591
- J. P. Brand, D. Fernández González, S. Nicolai, J. Waser, Chem. Commun. 2011, 47, 102-115
- (2011) Chem. Commun. , vol.47 , pp. 102-115
- Brand, J.P.¹ Fernández González, D.² Nicolai, S.³ Waser, J.⁴

8
- 79851503103
- A. Duschek, S. F. Kirsch, Angew. Chem. Int. Ed. 2011, 50, 1524-1552
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 1524-1552
- Duschek, A.¹ Kirsch, S.F.²

9
- 77349122065
- L. Pouységu, D. Deffieux, S. Quideau, Tetrahedron 2010, 66, 2235-2261
- (2010) Tetrahedron , vol.66 , pp. 2235-2261
- Pouységu, L.¹ Deffieux, D.² Quideau, S.³

10
- 77956385744
- V. Satam, A. Harad, R. Rajule, H. Pati, Tetrahedron 2010, 66, 7659-7706
- (2010) Tetrahedron , vol.66 , pp. 7659-7706
- Satam, V.¹ Harad, A.² Rajule, R.³ Pati, H.⁴

11
- 64549092935
- M. Uyanik, K. Ishihara, Chem. Commun. 2009, 2086-2099
- (2009) Chem. Commun. , pp. 2086-2099
- Uyanik, M.¹ Ishihara, K.²

12
- 59049089106
- V. V. Zhdankin, P. J. Stang, Chem. Rev. 2008, 108, 5299-5358.
- (2008) Chem. Rev. , vol.108 , pp. 5299-5358
- Zhdankin, V.V.¹ Stang, P.J.²

13
- 77956935988
- M. Fujita, Y. Yoshida, K. Miyata, A. Wakisaka, T. Sugimura, Angew. Chem. 2010, 122, 7222-7225
- (2010) Angew. Chem. , vol.122 , pp. 7222-7225
- Fujita, M.¹ Yoshida, Y.² Miyata, K.³ Wakisaka, A.⁴ Sugimura, T.⁵

14
- 77956935988
- Angew. Chem. Int. Ed. 2010, 49, 7068-7071
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 7068-7071

15
- 77955466166
- S. Altermann, S. Schäfer, T. Wirth, Tetrahedron 2010, 66, 5902-5907
- (2010) Tetrahedron , vol.66 , pp. 5902-5907
- Altermann, S.¹ Schäfer, S.² Wirth, T.³

16
- 77955470411
- M. Uyanik, T. Yasui, K. Ishihara, Tetrahedron 2010, 66, 5841-5851
- (2010) Tetrahedron , vol.66 , pp. 5841-5851
- Uyanik, M.¹ Yasui, T.² Ishihara, K.³

17
- 77956895917
- M. Uyanik, T. Yasui, K. Ishihara, Angew. Chem. 2010, 122, 2221-2223
- (2010) Angew. Chem. , vol.122 , pp. 2221-2223
- Uyanik, M.¹ Yasui, T.² Ishihara, K.³

18
- 77949413500
- Angew. Chem. Int. Ed. 2010, 49, 2175-2177
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2175-2177

19
- 64049119391
- J. K. Boppisetti, V. D. Birman, Org. Lett. 2009, 11, 1221-1223
- (2009) Org. Lett. , vol.11 , pp. 1221-1223
- Boppisetti, J.K.¹ Birman, V.D.²

20
- 70350250107
- S. Quideau, G. Lyvinec, M. Marguerit, K. Bathany, A. Ozanne-Baudenon, T. Buffeteau, D. Cavagnat, A. Chénédé, Angew. Chem. 2009, 121, 4675-4679
- (2009) Angew. Chem. , vol.121 , pp. 4675-4679
- Quideau, S.¹ Lyvinec, G.² Marguerit, M.³ Bathany, K.⁴ Ozanne-Baudenon, A.⁵ Buffeteau, T.⁶ Cavagnat, D.⁷ Chénédé, A.⁸

21
- 70349941087
- Angew. Chem. Int. Ed. 2009, 48, 4605-4609
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 4605-4609

22
- 55049136075
- T. Dohi, A. Maruyama, N. Takenaga, K. Senami, Y. Minamitsuji, H. Fujioka, S. B. Caemmerer, Y. Kita, Angew. Chem. 2008, 120, 3847-3850
- (2008) Angew. Chem. , vol.120 , pp. 3847-3850
- Dohi, T.¹ Maruyama, A.² Takenaga, N.³ Senami, K.⁴ Minamitsuji, Y.⁵ Fujioka, H.⁶ Caemmerer, S.B.⁷ Kita, Y.⁸

23
- 45549094716
- Angew. Chem. Int. Ed. 2008, 47, 3787-3790
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3787-3790

24
- 33746300304
- U. Ladziata, J. Carlson, V. V. Zhdankin, Tetrahedron Lett. 2006, 47, 6301-6304
- (2006) Tetrahedron Lett. , vol.47 , pp. 6301-6304
- Ladziata, U.¹ Carlson, J.² Zhdankin, V.V.³

25
- 0034622309
- V. V. Zhdankin, J. T. Smart, P. Zhao, P. Kiprof, Tetrahedron Lett. 2000, 41, 5299-5302.
- (2000) Tetrahedron Lett. , vol.41 , pp. 5299-5302
- Zhdankin, V.V.¹ Smart, J.T.² Zhao, P.³ Kiprof, P.⁴

26
- 58149201232
- L. Pouységu, M. Marguerit, J. Gagnepain, G. Lyvinec, A. J. Eatherton, S. Quideau, Org. Lett. 2008, 10, 5211-5214
- (2008) Org. Lett. , vol.10 , pp. 5211-5214
- Pouységu, L.¹ Marguerit, M.² Gagnepain, J.³ Lyvinec, G.⁴ Eatherton, A.J.⁵ Quideau, S.⁶

27
- 80052188109
- J. Gagnepain, F. Castet, S. Quideau, Angew. Chem. 2008, 120, 638
- (2008) Angew. Chem. , vol.120 , pp. 638
- Gagnepain, J.¹ Castet, F.² Quideau, S.³

28
- 38349016877
- Angew. Chem. Int. Ed. 2008, 47, 628.
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 628

29
- 34547623434
- N. Lebrasseur, J. Gagnepain, A. Ozanne-Beaudenon, J.-M Léger, S. Quideau, J. Org. Chem. 2007, 72, 6280-6283.
- (2007) J. Org. Chem. , vol.72 , pp. 6280-6283
- Lebrasseur, N.¹ Gagnepain, J.² Ozanne-Beaudenon, A.³ Léger, J.-M.⁴ Quideau, S.⁵

30
- 80052233385
- Cambridge crystallographic data base access for 10 a -TFA ester
- Cambridge crystallographic data base access for 10 a -TFA ester

31
- 80052237958
- CCDC-818701
- CCDC-818701

32
- 80052195500
- major diastereomer of 18 a: CCDC-765697. This data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
- major diastereomer of 18 a: CCDC-765697. This data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.

33
- 4344709811
- J. Zhu, A. R. Germain, J. A. Porco, Angew. Chem. 2004, 116, 1259-1263
- (2004) Angew. Chem. , vol.116 , pp. 1259-1263
- Zhu, J.¹ Germain, A.R.² Porco, J.A.³

34
- 2942631590
- Angew. Chem. Int. Ed. 2004, 43, 1239-1243.
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1239-1243

35
- 50049132837
- J. S. Yadav, B. V. Subba Reddy, A. P. Singh, A. K. Basak, Tetrahedron Lett. 2008, 49, 5880-5882
- (2008) Tetrahedron Lett. , vol.49 , pp. 5880-5882
- Yadav, J.S.¹ Subba Reddy, B.V.² Singh, A.P.³ Basak, A.K.⁴

36
- 44649137331
- A. Kommreddy, M. S. Bowsher, M. R. Gunna, K. Botha, T. K. Vinod, Tetrahedron Lett. 2008, 49, 4378-4382
- (2008) Tetrahedron Lett. , vol.49 , pp. 4378-4382
- Kommreddy, A.¹ Bowsher, M.S.² Gunna, M.R.³ Botha, K.⁴ Vinod, T.K.⁵

37
- 1942432661
- K. C. Nicolaou, C. J. N. Mathison, T. Montagnon, Angew. Chem. 2003, 115, 4211-4216
- (2003) Angew. Chem. , vol.115 , pp. 4211-4216
- Nicolaou, K.C.¹ Mathison, C.J.N.² Montagnon, T.³

38
- 0141649624
- Angew. Chem. Int. Ed. 2003, 42, 4077-4082
- (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4077-4082

39
- 0242491829
- K. Surendra, N. S. Krishnaveni, M. A. Reddy, Y. V. D. Nageswar, K. Rama Rao, J. Org. Chem. 2003, 68, 9119-9121
- (2003) J. Org. Chem. , vol.68 , pp. 9119-9121
- Surendra, K.¹ Krishnaveni, N.S.² Reddy, M.A.³ Nageswar, Y.V.D.⁴ Rama Rao, K.⁵

40
- 0242571976
- for effect of water on Dess-Martin oxidation see
- N. Srilakshmi Krishnaveni, K. Surendra, Y. V. D. Nageswar, K. Rama Rao, Synthesis 2003, 2295-2297; for effect of water on Dess-Martin oxidation see
- (2003) Synthesis , pp. 2295-2297
- Srilakshmi Krishnaveni, N.¹ Surendra, K.² Nageswar, Y.V.D.³ Rama Rao, K.⁴

41
- 33751158088
- S. D. Meyer, S. L. Schreiber, J. Org. Chem. 1994, 59, 7549-7552.
- (1994) J. Org. Chem. , vol.59 , pp. 7549-7552
- Meyer, S.D.¹ Schreiber, S.L.²

42
- 0141631685
- A. Ozanne, L. Pouysegu, D. Depernet, B. FranÃois, S. Quideau, Org. Lett. 2003, 5, 2903-2906.
- (2003) Org. Lett. , vol.5 , pp. 2903-2906
- Ozanne, A.¹ Pouysegu, L.² Depernet, D.³ Franãois, B.⁴ Quideau, S.⁵

43
- 0037070535
- Nicolaou reported that IBX can oxidize benzylic positions by SET
- Nicolaou reported that IBX can oxidize benzylic positions by SET., K. C. Nicolaou, T. Montagnon, P. S. Baran, Y.-L. Zhong, J. Am. Chem. Soc. 2002, 124, 2245-2258.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 2245-2258
- Nicolaou, K.C.¹ Montagnon, T.² Baran, P.S.³ Zhong, Y.-L.⁴

44
- 26844452275
- J. Y. Su, W A. Goddard, J. Am. Chem. Soc. 2005, 127, 14146-14147
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 14146-14147
- Su, J.Y.¹ Goddard, W.A.²

45
- 67749120518
- M. Uyanik, M. Akakura, K. Ishihara, J. Am. Chem. Soc. 2009, 131, 251-262.
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 251-262
- Uyanik, M.¹ Akakura, M.² Ishihara, K.³

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