SCOPUS 정보 검색 플랫폼

Volumn 356, Issue 17, 2014, Pages 3676-3682

Organocatalytic Morita-Baylis-Hillman/Michael/Acetalization cascade: Procedure-controlled Diastereodivergence in the asymmetric synthesis of fully substituted Tetrahydropyrans

(6) Han, Bo a Xie, Xin a Huang, Wei a Li, Xiang a Yang, Lei a Peng, Cheng a

a CHENGDU UNIVERSITY OF TRADITIONAL CHINESE MEDICINE (China)

Author keywords

Asymmetric synthesis; Diastereodivergence; Domino reactions; Kinetic resolution; Organocatalysis

Indexed keywords

EID: 84915750399 PISSN: 16154150 EISSN: 16154169 Source Type: Journal
DOI: 10.1002/adsc.201400622 Document Type: Article

Times cited : (24)

References (67)

1
- 59049092859
- Wiley Weinheim
- E. M. Carreira, L. Kvaerno, Classics in Stereoselective Synthesis, Wiley, Weinheim, 2009.
- (2009) Classics in Stereoselective Synthesis
- Carreira, E.M.¹ Kvaerno, L.²

2
- 84915803582
- M. T. Oliveira, M. Luparia, D. Audisio, N. Maulide, Angew. Chem. 2013, 125, 13387-13390
- (2013) Angew. Chem , vol.125 , pp. 13387-13390
- Oliveira, M.T.¹ Luparia, M.² Audisio, D.³ Maulide, N.⁴

3
- 84889686751
- Angew. Chem. Int. Ed. 2013, 52, 13149-13152.
- (2013) Angew. Chem. Int. Ed , vol.52 , pp. 13149-13152

4
- 33645455231
- Y. Wang, X. Liu, L. Deng, J. Am. Chem. Soc. 2006, 128, 3928-3930
- (2006) J. Am. Chem. Soc , vol.128 , pp. 3928-3930
- Wang, Y.¹ Liu, X.² Deng, L.³

5
- 33846601028
- B. Wang, F. Wu, Y. Wang, X. Liu, L. Deng, J. Am. Chem. Soc. 2007, 129, 768-769.
- (2007) J. Am. Chem. Soc , vol.129 , pp. 768-769
- Wang, B.¹ Wu, F.² Wang, Y.³ Liu, X.⁴ Deng, L.⁵

6
- 35348943329
- B. M. Trost, N. Cramer, S. M. Silverman, J. Am. Chem. Soc. 2007, 129, 12396-12397
- (2007) J. Am. Chem. Soc , vol.129 , pp. 12396-12397
- Trost, B.M.¹ Cramer, N.² Silverman, S.M.³

7
- 55549146834
- X. X. Yan, Q. Peng, Q. Li, K. Zhang, J. Yao, X. L. Hou, Y. D. Wu, J. Am. Chem. Soc. 2008, 130, 14362-114363
- (2008) J. Am. Chem. Soc , vol.130 , pp. 14362-114363
- Yan, X.X.¹ Peng, Q.² Li, Q.³ Zhang, K.⁴ Yao, J.⁵ Hou, X.L.⁶ Wu, Y.D.⁷

8
- 84863822399
- M. Luparia, M. T. Oliveira, D. Audisio, F. Frubault, R. Goddard, N. Maulide, Angew. Chem. 2011, 123, 12840-12844
- (2011) Angew. Chem , vol.123 , pp. 12840-12844
- Luparia, M.¹ Oliveira, M.T.² Audisio, D.³ Frubault, F.⁴ Goddard, R.⁵ Maulide, N.⁶

9
- 84255198616
- Angew. Chem. Int. Ed. 2011, 50, 12631-12635
- (2011) Angew. Chem. Int. Ed , vol.50 , pp. 12631-12635

10
- 84875854084
- D. Audisio, M. Luparia, M. T. Oliveira, D. Klutt, N. Maulide, Angew. Chem. 2012, 124, 7426-7429
- (2012) Angew. Chem , vol.124 , pp. 7426-7429
- Audisio, D.¹ Luparia, M.² Oliveira, M.T.³ Klutt, D.⁴ Maulide, N.⁵

11
- 84863823491
- Angew. Chem. Int. Ed. 2012, 51, 7314-7317.
- (2012) Angew. Chem. Int. Ed , vol.51 , pp. 7314-7317

12
- 84255195634
- G. Lu, T. Yoshino, H. Morimoto, S. Matsunaga, M. Shibasaki, Angew. Chem. 2011, 123, 4474-4477
- (2011) Angew. Chem , vol.123 , pp. 4474-4477
- Lu, G.¹ Yoshino, T.² Morimoto, H.³ Matsunaga, S.⁴ Shibasaki, M.⁵

13
- 79955494420
- Angew. Chem. Int. Ed. 2011, 50, 4382-4385
- (2011) Angew. Chem. Int. Ed , vol.50 , pp. 4382-4385

14
- 68949089085
- A. Nojiri, N. Kumagai, M. Shibasaki, J. Am. Chem. Soc. 2009, 131, 3779-3784.
- (2009) J. Am. Chem. Soc , vol.131 , pp. 3779-3784
- Nojiri, A.¹ Kumagai, N.² Shibasaki, M.³

15
- 36749063851
- J. D. Huber, J. L. Leighton, J. Am. Chem. Soc. 2007, 129, 14552-14553.
- (2007) J. Am. Chem. Soc , vol.129 , pp. 14552-14553
- Huber, J.D.¹ Leighton, J.L.²

16
- 80455178516
- X. Tian, C. Cassani, Y. Liu, A. Moran, A. Urakawa, P. Galzerano, E. Arceo, P. Melchiorre, J. Am. Chem. Soc. 2011, 133, 17934-17941
- (2011) J. Am. Chem. Soc , vol.133 , pp. 17934-17941
- Tian, X.¹ Cassani, C.² Liu, Y.³ Moran, A.⁴ Urakawa, A.⁵ Galzerano, P.⁶ Arceo, E.⁷ Melchiorre, P.⁸

17
- 79957986660
- J. Gao, S. Bai, Q. Gao, Y. Liu, Q. Yang, Chem. Commun. 2011, 47, 6716-6718.
- (2011) Chem. Commun , vol.47 , pp. 6716-6718
- Gao, J.¹ Bai, S.² Gao, Q.³ Liu, Y.⁴ Yang, Q.⁵

18
- 27544485685
- Y. Huang, A. M. Walji, C. H. Larsen, D. W. C. Mac- Millan, J. Am. Chem. Soc. 2005, 127, 15051-15053
- (2005) J. Am. Chem. Soc , vol.127 , pp. 15051-15053
- Huang, Y.¹ Walji, A.M.² Larsen, C.H.³ Mac- Millan, D.W.C.⁴

19
- 70349267183
- B. Simmons, A. M. Walji, D. W. C. MacMillan, Angew. Chem. 2009, 121, 4413-4417
- (2009) Angew. Chem , vol.121 , pp. 4413-4417
- Simmons, B.¹ Walji, A.M.² Macmillan, D.W.C.³

20
- 70349777766
- Angew. Chem. Int. Ed. 2009, 48, 4349-4353
- (2009) Angew. Chem. Int. Ed , vol.48 , pp. 4349-4353

21
- 77149154764
- Y. Wang, R.-G. Han, Y.-L. Zhao, S. Yang, P.-F. Xu, D. J. Dixon, Angew. Chem. 2009, 121, 10018-10022
- (2009) Angew. Chem , vol.121 , pp. 10018-10022
- Wang, Y.¹ Han, R.-G.² Zhao, Y.-L.³ Yang, S.⁴ Xu, P.-F.⁵ Dixon, D.J.⁶

22
- 72449151738
- Angew. Chem. Int. Ed. 2009, 48, 9834-9838
- (2009) Angew. Chem. Int. Ed , vol.48 , pp. 9834-9838

23
- 84878349078
- S. Krautwald, D. Sarlah, M. Schafroth, E. M. Carreira, Science 2013, 340, 1065-1068
- (2013) Science , vol.340 , pp. 1065-1068
- Krautwald, S.¹ Sarlah, D.² Schafroth, M.³ Carreira, E.M.⁴

24
- 84896870944
- S. Krautwald, M. A. Schafroth, D. Sarlah, E. M. Carreira, J. Am. Chem. Soc. 2014, 136, 3020-3023.
- (2014) J. Am. Chem. Soc , vol.136 , pp. 3020-3023
- Krautwald, S.¹ Schafroth, M.A.² Sarlah, D.³ Carreira, E.M.⁴

25
- 39149102146
- For recent reviews on the synthesis of tetrahydropyrans, see: I. Larrosa, P. Romea, F. Urp, Tetrahedron 2008, 64, 2683-2723
- (2008) Tetrahedron , vol.64 , pp. 2683-2723
- Larrosa, I.¹ Romea, P.² Urp, F.³

26
- 33646403425
- P. A. Clarke S. Santos Eur. J. Org. Chem 2006 2045-2053
- (2006) Eur. J. Org. Chem , pp. 2045-2053
- Clarke, P.A.¹ Santos, S.²

27
- 30744432615
- K.-S. Yeung, I. Paterson, Chem. Rev. 2005, 105, 4237-4313
- (2005) Chem. Rev , vol.105 , pp. 4237-4313
- Yeung, K.-S.¹ Paterson, I.²

28
- 80055064449
- C. F. Nising, S. Brase, Chem. Soc. Rev. 2012, 41, 988-999.
- (2012) Chem. Soc. Rev , vol.41 , pp. 988-999
- Nising, C.F.¹ Brase, S.²

29
- 80052478729
- H. Ishikawa, S. Sawano, Y. Yasui, Y. Shibata, Y. Hayashi, Angew. Chem. 2011, 123, 3858-3863
- (2011) Angew. Chem , vol.123 , pp. 3858-3863
- Ishikawa, H.¹ Sawano, S.² Yasui, Y.³ Shibata, Y.⁴ Hayashi, Y.⁵

30
- 79953709139
- Angew. Chem. Int. Ed. 2011, 50, 3774-3779.
- (2011) Angew. Chem. Int. Ed , vol.50 , pp. 3774-3779

31
- 80051719017
- B. Han, Y.-C. Xiao, Y. Yao, Y.-C. Chen, Angew. Chem. 2010, 122, 10387-10389
- (2010) Angew. Chem , vol.122 , pp. 10387-10389
- Han, B.¹ Xiao, Y.-C.² Yao, Y.³ Chen, Y.-C.⁴

32
- 78650497710
- Angew. Chem. Int. Ed. 2010, 49, 10189-10191
- (2010) Angew. Chem. Int. Ed , vol.49 , pp. 10189-10191

33
- 84867298005
- X. Xie, C. Peng, G. He, H.-J. Leng, B. Wang, W. Huang, B. Han, Chem. Commun. 2012, 48, 10487-10489.
- (2012) Chem. Commun , vol.48 , pp. 10487-10489
- Xie, X.¹ Peng, C.² He, G.³ Leng, H.-J.⁴ Wang, B.⁵ Huang, W.⁶ Han, B.⁷

34
- 84883324923
- X. Li, L. Yang, C. Peng, X. Xie, H.-J. Leng, B. Wang, Z.-W. Tang, G. He, L. Ouyang, W. Huang, B. Han, Chem. Commun. 2013, 49, 8692-8694.
- (2013) Chem. Commun , vol.49 , pp. 8692-8694
- Li, X.¹ Yang, L.² Peng, C.³ Xie, X.⁴ Leng, H.-J.⁵ Wang, B.⁶ Tang, Z.-W.⁷ He, G.⁸ Ouyang, L.⁹ Huang, W.¹⁰ Han, B.¹¹

35
- 84883088828
- Y. Fukata, K. Asano, S. Matsubara, J. Am. Chem. Soc. 2013, 135, 12160-12163Y.
- (2013) J. Am. Chem. Soc , vol.135 , pp. 12160-12163Y
- Fukata, Y.¹ Asano, K.² Matsubara, S.³

36
- 84862768307
- For recent reviews on dual catalysis, see: C. C. J. Loh, D. Enders, Chem. Eur. J. 2012, 18, 10212-10225
- (2012) Chem. Eur. J. , vol.18 , pp. 10212-10225
- Loh, C.C.J.¹ Enders, D.²

37
- 84872744548
- Z. Du Z. Shao Chem. Soc. Rev 2013 42 1337-1378
- (2013) Chem. Soc. Rev , vol.42 , pp. 1337-1378
- Du, Z.¹ Shao, Z.²

38
- 77955808773
- M. Rueping, R. M. Koenigs, I. Atodiresei, Chem. Eur. J. 2010, 16, 9350-9365
- (2010) Chem. Eur. J , vol.16 , pp. 9350-9365
- Rueping, M.¹ Koenigs, R.M.² Atodiresei, I.³

39
- 78650383080
- J. M. R. Narayanam, C. R. J. Stephenson, Chem. Soc. Rev. 2011, 40, 102-113
- (2011) Chem. Soc. Rev , vol.40 , pp. 102-113
- Narayanam, J.M.R.¹ Stephenson, C.R.J.²

40
- 77649087999
- C. Grondal, M. Jeanty, D. Enders, Nat. Chem. 2010, 2, 167-178
- (2010) Nat. Chem , vol.2 , pp. 167-178
- Grondal, C.¹ Jeanty, M.² Enders, D.³

41
- 81755169579
- L Albrecht, H. Jiang, K. A. Jorgensen, Angew. Chem 2011 123 8642-8660
- (2011) Angew. Chem , vol.123 , pp. 8642-8660
- Albrecht, L.¹ Jiang, H.² Jorgensen, K.A.³

42
- 80052442679
- Angew. Chem. Int. Ed. 2011, 50, 8492-8509
- (2011) Angew. Chem. Int. Ed , vol.50 , pp. 8492-8509

43
- 77749268378
- J. Zhou, Chem. Asian J. 2010, 5, 422-434
- (2010) Chem. Asian J , vol.5 , pp. 422-434
- Zhou, J.¹

44
- 80052605728
- S. Piovesana, D. M. Scarpino Schietroma, M. Bella, Angew. Chem. 2011, 123, 6340-6357
- (2011) Angew. Chem , vol.123 , pp. 6340-6357
- Piovesana, S.¹ Scarpino, D.M.² Schietroma, M.B.³

45
- 79959885758
- Angew. Chem. Int. Ed. 2011, 50, 6216-6232
- (2011) Angew. Chem. Int. Ed , vol.50 , pp. 6216-6232

46
- 84857350578
- A. E. Allen, D. W. C. MacMillan, Chem. Sci. 2012, 3, 633-658
- (2012) Chem. Sci , vol.3 , pp. 633-658
- Allen, A.E.¹ Macmillan, D.W.C.²

47
- 83455201108
- N. T. Patil, V. S. Shinde, B. Gajula, Org. Biomol. Chem. 2012, 10, 211-224
- (2012) Org. Biomol. Chem , vol.10 , pp. 211-224
- Patil, N.T.¹ Shinde, V.S.² Gajula, B.³

48
- 84880716607
- H. Pellissier, Tetrahedron 2013, 69, 7171-7210.
- (2013) Tetrahedron , vol.69 , pp. 7171-7210
- Pellissier, H.¹

49
- 84857258027
- For recent reviews on cascade reaction, see: H. Pellissier, Adv. Synth. Catal. 2012, 354, 237-294
- (2012) Adv. Synth. Catal , vol.354 , pp. 237-294
- Pellissier, H.¹

50
- 84871051265
- H. Clavier H. Pellissier Adv. Synth. Catal 2012 354 3347-3403
- (2012) Adv. Synth. Catal , vol.354 , pp. 3347-3403
- Clavier, H.¹ Pellissier, H.²

51
- 84872244061
- H. Pellissier, Chem. Rev. 2013, 113, 442-524.
- (2013) Chem. Rev , vol.113 , pp. 442-524
- Pellissier, H.¹

52
- 33750059494
- For MBH reactions between 1,2-disubstituted olefins and various electrophiles, see: R. Mohan, N. Rastogi, I. N. N. Namboothiri, S. M. Mobin, D. Panda, Bioorg. Med. Chem. 2006, 14, 8073-8085
- (2006) Bioorg. Med. Chem , vol.14 , pp. 8073-8085
- Mohan, R.¹ Rastogi, N.² Namboothiri, I.N.N.³ Mobin, S.M.⁴ Panda, D.⁵

53
- 33747884602
- N. Rastogi R. Mohan D. Panda S. M. Mobin I. N. N. Namboothiri Org. Biomol. Chem 2006 4 3211-3214
- (2006) Org. Biomol. Chem , vol.4 , pp. 3211-3214
- Rastogi, N.¹ Mohan, R.² Panda, D.³ Mobin, S.M.⁴ Namboothiri, I.N.N.⁵

54
- 33745432546
- M. Dadwal, S. M. Mobin, I. N. N. Namboothiri, Org. Biomol. Chem. 2006, 4, 2525-2528
- (2006) Org. Biomol. Chem , vol.4 , pp. 2525-2528
- Dadwal, M.¹ Mobin, S.M.² Namboothiri, I.N.N.³

55
- 33645454508
- M. Dadwal, R. Mohan, D. Panda, S. M. Mobin, I. N. N. Namboothiri, Chem. Commun. 2006, 338-340
- (2006) Chem. Commun , pp. 338-340
- Dadwal, M.¹ Mohan, R.² Panda, D.³ Mobin, S.M.⁴ Namboothiri, I.N.N.⁵

56
- 33646438515
- I. Deb, M. Dadwal, S. M. Mobin, I. N. N. Namboothiri, Org. Lett. 2006, 8, 1201-1204
- (2006) Org. Lett , vol.8 , pp. 1201-1204
- Deb, I.¹ Dadwal, M.² Mobin, S.M.³ Namboothiri, I.N.N.⁴

57
- 68349099884
- I. Deb, P. Shanbhag, S. M. Mobin, I. N. N. Namboothiri, Eur. J. Org. Chem. 2009, 4091-4101.
- (2009) Eur. J. Org. Chem , pp. 4091-4101
- Deb, I.¹ Shanbhag, P.² Mobin, S.M.³ Namboothiri, I.N.N.⁴

58
- 0034639986
- B. M. Trost, H.-C. Tsui, F. D. Toste, J. Am. Chem. Soc. 2000, 122, 3534-3535
- (2000) J. Am. Chem. Soc , vol.122 , pp. 3534-3535
- Trost, B.M.¹ Tsui, H.-C.² Toste, F.D.³

59
- 79952585227
- R. J. Reddy, K. Chen, Org. Lett. 2011, 13, 1458-1461
- (2011) Org. Lett , vol.13 , pp. 1458-1461
- Reddy, R.J.¹ Chen, K.²

60
- 84862101306
- S. Roy, K. Chen, Org. Lett. 2012, 14, 2496-2499
- (2012) Org. Lett , vol.14 , pp. 2496-2499
- Roy, S.¹ Chen, K.²

61
- 84861532653
- R. J. Reddy, P.-H. Lee, D. R. Magar, J.-H. Chen, K. Chen, Eur. J. Org. Chem. 2012, 353-365.
- (2012) Eur. J. Org. Chem , pp. 353-365
- Reddy, R.J.¹ Lee, P.-H.² Magar, D.R.³ Chen, J.-H.⁴ Chen, K.⁵

62
- 84856717541
- D. B. Ramachary, Y. V. Reddy, Eur. J. Org. Chem. 2012, 865-887.
- (2012) Eur. J. Org. Chem , pp. 865-887
- Ramachary, D.B.¹ Reddy, Y.V.²

63
- 0345059834
- For selected examples, see: S. E. Drewes, M. M. Horn, O. Q. Munro, N. Ramesar, M. Ochse, G. Bringmann, K. Peters, E.-M. Peters, Phytochemistry 1999, 50, 387-394
- (1999) Phytochemistry , vol.50 , pp. 387-394
- Drewes, S.E.¹ Horn, M.M.² Munro, O.Q.³ Ramesar, N.⁴ Ochse, M.⁵ Bringmann, G.⁶ Peters, K.⁷ Peters, E.-M.⁸

64
- 55549118258
- X.-Z. Chen H.-F. Wu G.-Y. Li S.-M. Lu B.-G. Li D.-M. Fang G.-L. Zhang Helv. Chim. Acta 2008 91 1072-1076.
- (2008) Helv. Chim. Acta , vol.91 , pp. 1072-1076
- Chen, X.-Z.¹ Wu, H.-F.² Li, G.-Y.³ Lu, S.-M.⁴ Li, B.-G.⁵ Fang, D.-M.⁶ Zhang, G.-L.⁷

65
- 84915810153
- www.ccdc.cam.ac.uk/data-request/ cif.

66
- 33645951837
- Y. Hayashi, H. Gotoh, T. Hayashi, M. Shoji, Angew. Chem. 2005, 117, 4284-4287
- (2005) Angew. Chem , vol.117 , pp. 4284-4287
- Hayashi, Y.¹ Gotoh, H.² Hayashi, T.³ Shoji, M.⁴

67
- 22144459070
- Angew. Chem. Int. Ed. 2005, 44, 4212-4215.
- (2005) Angew. Chem. Int. Ed , vol.44 , pp. 4212-4215

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.