SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 53, Issue 25, 2014, Pages 6533-6537

Total synthesis and stereochemical reassignment of mandelalide A

(7) Lei, Honghui a Yan, Jialei a Yu, Jie a Liu, Yuqing b Wang, Zhuo b Xu, Zhengshuang a Ye, Tao b

a PEKING UNIVERSITY (China)

b HONG KONG POLYTECHNIC UNIVERSITY (Hong Kong)

Author keywords

configuration determination; diastereoselectivity; marine macrolides; structure elucidation; total synthesis

Indexed keywords

METABOLITES; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

CONFIGURATION DETERMINATION; DIASTEREO-SELECTIVITY; MARINE MACROLIDES; STRUCTURE ELUCIDATION; TOTAL SYNTHESIS;

CYCLIZATION;

MACROLIDE; MANDELALIDE A;

CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM; SYNTHESIS;

CYCLIZATION; MACROLIDES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 84902357496 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201403542 Document Type: Article

Times cited : (81)

References (43)

1
- 84864047456
- J. Sikorska, A. M. Hau, C. Anklin, S. Parker-Nance, M. T. Davies-Coleman, J. E. Ishmael, K. L. McPhail, J. Org. Chem. 2012, 77, 6066.
- (2012) J. Org. Chem. , vol.77 , pp. 6066
- Sikorska, J.¹ Hau, A.M.² Anklin, C.³ Parker-Nance, S.⁴ Davies-Coleman, M.T.⁵ Ishmael, J.E.⁶ McPhail, K.L.⁷

2
- 84888369414
- L. Song, J. Liu, H. Gui, C. Hui, J. Zhou, Y. Guo, P. Zhang, Z. Xu, T. Ye, Chem. Asian J. 2013, 8, 2955
- (2013) Chem. Asian J. , vol.8 , pp. 2955
- Song, L.¹ Liu, J.² Gui, H.³ Hui, C.⁴ Zhou, J.⁵ Guo, Y.⁶ Zhang, P.⁷ Xu, Z.⁸ Ye, T.⁹

3
- 84877733979
- H. Liu, Y. Liu, Z. Wang, X. Xing, A. R. Maguire, H. Luesch, H. Zhang, Z. Xu, T. Ye, Chem. Eur. J. 2013, 19, 6774
- (2013) Chem. Eur. J. , vol.19 , pp. 6774
- Liu, H.¹ Liu, Y.² Wang, Z.³ Xing, X.⁴ Maguire, A.R.⁵ Luesch, H.⁶ Zhang, H.⁷ Xu, Z.⁸ Ye, T.⁹

4
- 84864604513
- L. Dai, B. Chen, H. Lei, Z. Wang, Y. Liu, Z. Xu, T. Ye, Chem. Commun. 2012, 48, 8697
- (2012) Chem. Commun. , vol.48 , pp. 8697
- Dai, L.¹ Chen, B.² Lei, H.³ Wang, Z.⁴ Liu, Y.⁵ Xu, Z.⁶ Ye, T.⁷

5
- 77953877457
- S. Li, Z. Chen, Z. Xu, T. Ye, Chem. Commun. 2010, 46, 4773
- (2010) Chem. Commun. , vol.46 , pp. 4773
- Li, S.¹ Chen, Z.² Xu, Z.³ Ye, T.⁴

6
- 77951866299
- Z. Chen, L. Song, Z. Xu, T. Ye, Org. Lett. 2010, 12, 2036
- (2010) Org. Lett. , vol.12 , pp. 2036
- Chen, Z.¹ Song, L.² Xu, Z.³ Ye, T.⁴

7
- 75149198008
- B. Chen, L. Dai, H. Zhang, W. Tan, Z. Xu, T. Ye, Chem. Commun. 2010, 46, 574.
- (2010) Chem. Commun. , vol.46 , pp. 574
- Chen, B.¹ Dai, L.² Zhang, H.³ Tan, W.⁴ Xu, Z.⁵ Ye, T.⁶

8
- 14744268646
- H. Pellissier, Tetrahedron 2005, 61, 2947.
- (2005) Tetrahedron , vol.61 , pp. 2947
- Pellissier, H.¹

9
- 84870217065
- J. A. Bisceglia, L. R. Orelli, Curr. Org. Chem. 2012, 16, 2206.
- (2012) Curr. Org. Chem. , vol.16 , pp. 2206
- Bisceglia, J.A.¹ Orelli, L.R.²

10
- 33845555768
- S. D. Rychnovsky, P. A. Bartlett, J. Am. Chem. Soc. 1981, 103, 3964.
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 3964
- Rychnovsky, S.D.¹ Bartlett, P.A.²

11
- 84874263742
- X. Han, G. Peh, P. E. Floreancig, Eur. J. Org. Chem. 2013, 1193
- (2013) Eur. J. Org. Chem. , pp. 1193
- Han, X.¹ Peh, G.² Floreancig, P.E.³

12
- 84861140696
- I. M. Pastor, M. Yus, Curr. Org. Chem. 2012, 16, 1277.
- (2012) Curr. Org. Chem. , vol.16 , pp. 1277
- Pastor, I.M.¹ Yus, M.²

13
- 0033579137
- A. B. Smith III, G. K. Friestad, J. Barbosa, E. Bertounesque, K. G. Hull, M. Iwashima, Y. Qiu, B. A. Salvatore, P. G. Spoors, J. J.-W. Duan, J. Am. Chem. Soc. 1999, 121, 10468.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 10468
- Smith III, A.B.¹ Friestad, G.K.² Barbosa, J.³ Bertounesque, E.⁴ Hull, K.G.⁵ Iwashima, M.⁶ Qiu, Y.⁷ Salvatore, B.A.⁸ Spoors, P.G.⁹ Duan, J.J.-W.¹⁰

14
- 22244464547
- L. A. Paquette, S. K. Chang, Org. Lett. 2005, 7, 3111
- (2005) Org. Lett. , vol.7 , pp. 3111
- Paquette, L.A.¹ Chang, S.K.²

15
- 81255128971
- C. Nilewski, N. R. Deprez, T. C. Fessard, D. B. Li, R. W. Geisser, E. M. Carreira, Angew. Chem. 2011, 123, 8087
- (2011) Angew. Chem. , vol.123 , pp. 8087
- Nilewski, C.¹ Deprez, N.R.² Fessard, T.C.³ Li, D.B.⁴ Geisser, R.W.⁵ Carreira, E.M.⁶

16
- 80051762471
- Angew. Chem. Int. Ed. 2011, 50, 7940.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 7940

17
- 26844568935
- P. R. Blakemore, W. J. Cole, P. J. Kocienski, A. Morley, Synlett 1998, 26
- (1998) Synlett , pp. 26
- Blakemore, P.R.¹ Cole, W.J.² Kocienski, P.J.³ Morley, A.⁴

18
- 0037038993
- P. R. Blakemore, J. Chem. Soc. Perkin Trans. 1 2002, 2563.
- (2002) J. Chem. Soc. Perkin Trans. 1 , pp. 2563
- Blakemore, P.R.¹

19
- 0344824449
- L. Zhu, D. R. Mootoo, Org. Lett. 2003, 5, 3475.
- (2003) Org. Lett. , vol.5 , pp. 3475
- Zhu, L.¹ Mootoo, D.R.²

20
- 0022473110
- P. A. Bartlett, P. C. Ting, J. Org. Chem. 1986, 51, 2230.
- (1986) J. Org. Chem. , vol.51 , pp. 2230
- Bartlett, P.A.¹ Ting, P.C.²

21
- 77954072489
- H. Furuta, Y. Hasegawa, M. Hase, Y. Mori, Chem. Eur. J. 2010, 16, 7586.
- (2010) Chem. Eur. J. , vol.16 , pp. 7586
- Furuta, H.¹ Hasegawa, Y.² Hase, M.³ Mori, Y.⁴

22
- 0001647908
- G. Stock, K. Zhao, Tetrahedron 1989, 30, 2173.
- (1989) Tetrahedron , vol.30 , pp. 2173
- Stock, G.¹ Zhao, K.²

23
- 4444276636
- H. C. Kolb, M. S. VanNieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483.
- (1994) Chem. Rev. , vol.94 , pp. 2483
- Kolb, H.C.¹ Vannieuwenhze, M.S.² Sharpless, K.B.³

24
- 0001616071
- J. Inanaga, K. Hirata, H. Saeki, T. Katsuki, M. Yamaguchi, Bull. Chem. Soc. Jpn. 1979, 52, 1989
- (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 1989
- Inanaga, J.¹ Hirata, K.² Saeki, H.³ Katsuki, T.⁴ Yamaguchi, M.⁵

25
- 0025134909
- M. Hikota, Y. Sakurai, K. Horita, O. Yonemitsu, Tetrahedron Lett. 1990, 31, 6367.
- (1990) Tetrahedron Lett. , vol.31 , pp. 6367
- Hikota, M.¹ Sakurai, Y.² Horita, K.³ Yonemitsu, O.⁴

26
- 0030592760
- F. Keyling-Bilger, G. Schmitt, A. Beck, B. Luu, Tetrahedron 1996, 52, 14891.
- (1996) Tetrahedron , vol.52 , pp. 14891
- Keyling-Bilger, F.¹ Schmitt, G.² Beck, A.³ Luu, B.⁴

27
- 65549095207
- F. Fu, T.-P. Loh, Tetrahedron Lett. 2009, 50, 3530.
- (2009) Tetrahedron Lett. , vol.50 , pp. 3530
- Fu, F.¹ Loh, T.-P.²

28
- 33750041945
- The mechanism of the racemization in the Prins cyclization reactions has been elucidated; see.
- The mechanism of the racemization in the Prins cyclization reactions has been elucidated; see:, R. Jasti, S. D. Rychnovsky, J. Am. Chem. Soc. 2006, 128, 13640.
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 13640
- Jasti, R.¹ Rychnovsky, S.D.²

29
- 1542504084
- S. Müller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett 1996, 521.
- (1996) Synlett , pp. 521
- Müller, S.¹ Liepold, B.² Roth, G.J.³ Bestmann, H.J.⁴

30
- 4043168657
- K. Shirakawa, A. Arase, M. Hoshi, Synthesis 2004, 1814.
- (2004) Synthesis , pp. 1814
- Shirakawa, K.¹ Arase, A.² Hoshi, M.³

31
- 0141789945
- M. Fragoso-Serrano, G. Guillén-Jaramillo, R. Pereda-Miranda, C. M. Cerda-García-Rojas, J. Org. Chem. 2003, 68, 7167.
- (2003) J. Org. Chem. , vol.68 , pp. 7167
- Fragoso-Serrano, M.¹ Guillén-Jaramillo, G.² Pereda-Miranda, R.³ Cerda-García-Rojas, C.M.⁴

32
- 33749108905
- S. V. Ley, H. W. M. Priepke, S. L. Warrine, Angew. Chem. Int. Ed. Engl. 1994, 33, 2290
- (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 2290
- Ley, S.V.¹ Priepke, H.W.M.² Warrine, S.L.³

33
- 0001271510
- Angew. Chem. 1994, 106, 2410.
- (1994) Angew. Chem. , vol.106 , pp. 2410

34
- 33748591885
- S. V. Ley, D. R. Owen, K. E. Wesson, J. Chem. Soc. Perkin Trans. 1 1997, 2805
- (1997) J. Chem. Soc. Perkin Trans. 1 , pp. 2805
- Ley, S.V.¹ Owen, D.R.² Wesson, K.E.³

35
- 1842663121
- A. Cirla, A. R. McHale, J. Mann, Tetrahedron 2004, 60, 4019.
- (2004) Tetrahedron , vol.60 , pp. 4019
- Cirla, A.¹ McHale, A.R.² Mann, J.³

36
- 33845185428
- D. Kahne, S. Walker, Y. Cheng, D. Van Engen, J. Am. Chem. Soc. 1989, 111, 6881.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 6881
- Kahne, D.¹ Walker, S.² Cheng, Y.³ Van Engen, D.⁴

37
- 0000307530
- A. De Mico, R. Margarita, L. Parlanti, A. Vescovi, G. Piancatelli, J. Org. Chem. 1997, 62, 6974.
- (1997) J. Org. Chem. , vol.62 , pp. 6974
- De Mico, A.¹ Margarita, R.² Parlanti, L.³ Vescovi, A.⁴ Piancatelli, G.⁵

38
- 0000476716
- M. A. Blanchette, W. Choy, J. T. Davis, A. P. Essenfeld, S. Masamune, W. R. Roush, T. Sakai, Tetrahedron Lett. 1984, 25, 2183.
- (1984) Tetrahedron Lett. , vol.25 , pp. 2183
- Blanchette, M.A.¹ Choy, W.² Davis, J.T.³ Essenfeld, A.P.⁴ Masamune, S.⁵ Roush, W.R.⁶ Sakai, T.⁷

39
- 33749263531
- H. Wehlan, M. Dauber, M. T. M. Fernaud, J. Schuppan, S. Keiper, R. Mahrwald, M.-E. J. Garcia, U. Koert, Chem. Eur. J. 2006, 12, 7378.
- (2006) Chem. Eur. J. , vol.12 , pp. 7378
- Wehlan, H.¹ Dauber, M.² Fernaud, M.T.M.³ Schuppan, J.⁴ Keiper, S.⁵ Mahrwald, R.⁶ Garcia, M.-E.J.⁷ Koert, U.⁸

40
- 84898903416
- J. Willwacher, A. Fürstner, Angew. Chem. Int. Ed. 2014, 53, 4217
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 4217
- Willwacher, J.¹ Fürstner, A.²

41
- 84982200852
- Angew. Chem. 2014, 126, 4301.
- (2014) Angew. Chem. , vol.126 , pp. 4301

42
- 84902325377
- Ph.D. Thesis, Florida Atlantic University
- P. L. Winder, Ph.D. Thesis, Florida Atlantic University, 2009
- (2009)
- Winder, P.L.¹

43
- 84875187655
- I. Paterson, G. W. Haslett, Org. Lett. 2013, 15, 1338.
- (2013) Org. Lett. , vol.15 , pp. 1338
- Paterson, I.¹ Haslett, G.W.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.