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Volumn 54, Issue 6, 2013, Pages 549-552

A concise, enantiospecific, Hajos-Parrish ketone based model approach toward the tetracyclic core of complex shiartane-type nortriterpenoid natural products

(2) Mehta, Goverdhan a Yaragorla, Srinivasarao a,b

a UNIVERSITY OF HYDERABAD (India)

b CENTRAL UNIVERSITY OF RAJASTHAN (India)

Author keywords

Cross metathesis; Hajos Parrish ketone; Intramolecular aldol reaction; Natural product synthesis; Wacker Tsuji oxidation

Indexed keywords

HAJOS PARRISH KETONE; KETONE; NATURAL PRODUCT; SHIARTANE; TRITERPENOID; UNCLASSIFIED DRUG;

ALDOL REACTION; ALKENYLATION; ANNULATION REACTION; ARTICLE; CHEMICAL REACTION; CRYSTAL STRUCTURE; CYCLIZATION; DRUG SYNTHESIS; ENANTIOSELECTIVITY; EPOXIDATION; LACTONIZATION; MOLECULAR MODEL; OLEFINATION; OXIDATION; REDUCTION; THERMODYNAMICS; WACKER TSUJI OXIDATION;

EID: 84872041682 PISSN: 00404039 EISSN: 18733581 Source Type: Journal
DOI: 10.1016/j.tetlet.2012.11.080 Document Type: Article

Times cited : (18)

References (47)

1
- 52649111043
- Review
- Review: W.L. Xiao, R.T. Li, S.X. Huang, J.X. Pu, and H.D. Sun Nat. Prod. Rep. 25 2008 871 891
- (2008) Nat. Prod. Rep. , vol.25 , pp. 871-891
- Xiao, W.L.¹ Li, R.T.² Huang, S.X.³ Pu, J.X.⁴ Sun, H.D.⁵

2
- 0942269005
- For some of the leading references on the isolation and structure determination of Schisandra nortriterpenoids, see
- For some of the leading references on the isolation and structure determination of Schisandra nortriterpenoids, see: C.I. Chang, C.C. Kuo, J.Y. Chang, and Y.H. Kuo J. Nat. Prod. 67 2004 91 93
- (2004) J. Nat. Prod. , vol.67 , pp. 91-93
- Chang, C.I.¹ Kuo, C.C.² Chang, J.Y.³ Kuo, Y.H.⁴

3
- 4544290996
- R. Li, Y. Shen, W. Xiang, and H. Sun Eur. J. Org. Chem. 2004 807 811
- (2004) Eur. J. Org. Chem. , pp. 807-811
- Li, R.¹ Shen, Y.² Xiang, W.³ Sun, H.⁴

4
- 18744376628
- R.T. Li, W.L. Xiao, Y.H. Shen, Q.S. Zhao, and H.D. Sun Chem. Eur. J. 11 2005 2989 2996
- (2005) Chem. Eur. J. , vol.11 , pp. 2989-2996
- Li, R.T.¹ Xiao, W.L.² Shen, Y.H.³ Zhao, Q.S.⁴ Sun, H.D.⁵

5
- 33744498363
- W.L. Xiao, S.X. Huang, L. Zhang, R.R. Tian, L. Wu, X.L. Li, J.X. Pu, Y.T. Zheng, Y. Lu, R.T. Li, Q.T. Zheng, and H.D. Sun J. Nat. Prod. 69 2006 650 653
- (2006) J. Nat. Prod. , vol.69 , pp. 650-653
- Xiao, W.L.¹ Huang, S.X.² Zhang, L.³ Tian, R.R.⁴ Wu, L.⁵ Li, X.L.⁶ Pu, J.X.⁷ Zheng, Y.T.⁸ Lu, Y.⁹ Li, R.T.¹⁰ Zheng, Q.T.¹¹ Sun, H.D.¹²

6
- 34250674091
- S.X. Huang, R.T. Li, J.P. Liu, Y. Lu, Y. Chang, C. Lei, W.L. Xiao, L.B. Yang, Q.T. Zheng, and H.D. Sun Org. Lett. 9 2007 2079 2082
- (2007) Org. Lett. , vol.9 , pp. 2079-2082
- Huang, S.X.¹ Li, R.T.² Liu, J.P.³ Lu, Y.⁴ Chang, Y.⁵ Lei, C.⁶ Xiao, W.L.⁷ Yang, L.B.⁸ Zheng, Q.T.⁹ Sun, H.D.¹⁰

7
- 35548946307
- S.X. Huang, J. Yang, H. Huang, L.M. Li, W.L. Xiao, R.T. Li, and H.D. Sun Org. Lett. 9 2007 4175 4178
- (2007) Org. Lett. , vol.9 , pp. 4175-4178
- Huang, S.X.¹ Yang, J.² Huang, H.³ Li, L.M.⁴ Xiao, W.L.⁵ Li, R.T.⁶ Sun, H.D.⁷

8
- 34250352376
- S.H. Huang, L.B. Yang, W.L. Xiao, C. Lei, J.P. Liu, Y. Lu, Z.Y. Weng, L.M. Li, R.T. Li, J.L. Yu, Q.T. Zheng, and H.D. Sun Chem. Eur. J. 13 2007 4816 4822
- (2007) Chem. Eur. J. , vol.13 , pp. 4816-4822
- Huang, S.H.¹ Yang, L.B.² Xiao, W.L.³ Lei, C.⁴ Liu, J.P.⁵ Lu, Y.⁶ Weng, Z.Y.⁷ Li, L.M.⁸ Li, R.T.⁹ Yu, J.L.¹⁰ Zheng, Q.T.¹¹ Sun, H.D.¹²

9
- 34547556210
- C. Lei, S.X. Huang, J.J. Chena, J.X. Pu, L.M. Li, W.L. Xiao, J.P. Liu, L.B. Yang, and H.D. Sun Helv. Chim. Acta 90 2007 1399 1405
- (2007) Helv. Chim. Acta , vol.90 , pp. 1399-1405
- Lei, C.¹ Huang, S.X.² Chena, J.J.³ Pu, J.X.⁴ Li, L.M.⁵ Xiao, W.L.⁶ Liu, J.P.⁷ Yang, L.B.⁸ Sun, H.D.⁹

10
- 49049106963
- X.M. Gao, J.X. Pu, S.X. Huang, Y. Lu, L.G. Lou, R.T. Li, W.L. Xiao, Y. Chang, and H.D. Sun J. Nat. Prod. 71 2008 1182 1188
- (2008) J. Nat. Prod. , vol.71 , pp. 1182-1188
- Gao, X.M.¹ Pu, J.X.² Huang, S.X.³ Lu, Y.⁴ Lou, L.G.⁵ Li, R.T.⁶ Xiao, W.L.⁷ Chang, Y.⁸ Sun, H.D.⁹

11
- 41549102791
- S.X. Huang, Q.B. Han, C. Lei, J.X. Pu, W.L. Xiao, J.L. Yu, L.M. Yang, H.X. Xu, Y.T. Zheng, and H.D. Sun Tetrahedron 64 2008 4260 4267
- (2008) Tetrahedron , vol.64 , pp. 4260-4267
- Huang, S.X.¹ Han, Q.B.² Lei, C.³ Pu, J.X.⁴ Xiao, W.L.⁵ Yu, J.L.⁶ Yang, L.M.⁷ Xu, H.X.⁸ Zheng, Y.T.⁹ Sun, H.D.¹⁰

12
- 57649233389
- W.L. Xiao, C. Lei, J. Ren, T.G. Liao, J.X. Pu, C.U. Pittman Jr., Y. Lu, Y.T. Zheng, H.J. Zhu, and H.D. Sun Chem. Eur. J. 14 2008 11584 11592
- (2008) Chem. Eur. J. , vol.14 , pp. 11584-11592
- Xiao, W.L.¹ Lei, C.² Ren, J.³ Liao, T.G.⁴ Pu, J.X.⁵ Pittman, Jr.C.U.⁶ Lu, Y.⁷ Zheng, Y.T.⁸ Zhu, H.J.⁹ Sun, H.D.¹⁰

13
- 49049119901
- C. Lei, S.X. Huang, J.J. Chen, L.B. Yang, W.L. Xiao, Y. Chang, Y. Lu, H. Huang, J.X. Pu, and H.D. Sun J. Nat. Prod. 71 2008 1228 1232
- (2008) J. Nat. Prod. , vol.71 , pp. 1228-1232
- Lei, C.¹ Huang, S.X.² Chen, J.J.³ Yang, L.B.⁴ Xiao, W.L.⁵ Chang, Y.⁶ Lu, Y.⁷ Huang, H.⁸ Pu, J.X.⁹ Sun, H.D.¹⁰

14
- 69949084538
- X. Luo, Y. Chang, X.J. Zhang, J.X. Pu, X.M. Gao, Y.L. Wu, R.R. Wang, W.L. Xiao, Y.T. Zheng, Y. Lu, G.Q. Chen, Q.T. Zheng, and H.D. Sun Tetrahedron Lett. 50 2009 5962 5964
- (2009) Tetrahedron Lett. , vol.50 , pp. 5962-5964
- Luo, X.¹ Chang, Y.² Zhang, X.J.³ Pu, J.X.⁴ Gao, X.M.⁵ Wu, Y.L.⁶ Wang, R.R.⁷ Xiao, W.L.⁸ Zheng, Y.T.⁹ Lu, Y.¹⁰ Chen, G.Q.¹¹ Zheng, Q.T.¹² Sun, H.D.¹³

15
- 70349515530
- W.L. Xiao, Y.Q. Gong, R.R. Wang, Z.Y. Weng, X. Luo, X.N. Li, G.Y. Yang, F. He, J.X. Pu, L.M. Yang, Y.T. Zheng, Y. Lu, and H.D. Sun J. Nat. Prod. 72 2009 1678 1681
- (2009) J. Nat. Prod. , vol.72 , pp. 1678-1681
- Xiao, W.L.¹ Gong, Y.Q.² Wang, R.R.³ Weng, Z.Y.⁴ Luo, X.⁵ Li, X.N.⁶ Yang, G.Y.⁷ He, F.⁸ Pu, J.X.⁹ Yang, L.M.¹⁰ Zheng, Y.T.¹¹ Lu, Y.¹² Sun, H.D.¹³

16
- 77749273811
- Y.B. Cheng, T.C. Liao, I.W. Lo, Y.C. Chen, Y.C. Kuo, S.Y. Chen, C.T. Chien, and Y.C. Shen Org. Lett. 12 2010 1016 1019
- (2010) Org. Lett. , vol.12 , pp. 1016-1019
- Cheng, Y.B.¹ Liao, T.C.² Lo, I.W.³ Chen, Y.C.⁴ Kuo, Y.C.⁵ Chen, S.Y.⁶ Chien, C.T.⁷ Shen, Y.C.⁸

17
- 77749243231
- W.L. Xiao, S.Y. Yang, L.M. Yang, G.Y. Yang, R.R. Wang, H.B. Zhang, W. Zhao, J.X. Pu, Y. Lu, Y.T. Zheng, and H.D. Sun J. Nat. Prod. 73 2010 221 225
- (2010) J. Nat. Prod. , vol.73 , pp. 221-225
- Xiao, W.L.¹ Yang, S.Y.² Yang, L.M.³ Yang, G.Y.⁴ Wang, R.R.⁵ Zhang, H.B.⁶ Zhao, W.⁷ Pu, J.X.⁸ Lu, Y.⁹ Zheng, Y.T.¹⁰ Sun, H.D.¹¹

18
- 77349105065
- C. Lei, W.L. Xiao, S.X. Huang, J.J. Chen, J.X. Pu, and H.D. Sun Tetrahedron 66 2010 2306 2310
- (2010) Tetrahedron , vol.66 , pp. 2306-2310
- Lei, C.¹ Xiao, W.L.² Huang, S.X.³ Chen, J.J.⁴ Pu, J.X.⁵ Sun, H.D.⁶

19
- 79851499265
- Y.-C. Lin, I.W. Lo, S.Y. Chen, P.H. Lin, C. Chien, S.Y. Chang, and Y.C. Shen Org. Lett. 13 2011 446 449
- (2011) Org. Lett. , vol.13 , pp. 446-449
- Lin, Y.-C.¹ Lo, I.W.² Chen, S.Y.³ Lin, P.H.⁴ Chien, C.⁵ Chang, S.Y.⁶ Shen, Y.C.⁷

20
- 15044340575
- For synthetic studies targeted towards Schisandra nortriterpenoids, see
- For synthetic studies targeted towards Schisandra nortriterpenoids, see: Y. Tang, Y. Zhang, M. Dai, T. Luo, L. Deng, J. Chen, and Z. Yang Org. Lett. 7 2005 885 888
- (2005) Org. Lett. , vol.7 , pp. 885-888
- Tang, Y.¹ Zhang, Y.² Dai, M.³ Luo, T.⁴ Deng, L.⁵ Chen, J.⁶ Yang, Z.⁷

21
- 30944442296
- Y.D. Zhang, Y.F. Tang, T.P. Luo, J. Shen, J.H. Chen, and Z. Yang Org. Lett. 8 2006 107 110
- (2006) Org. Lett. , vol.8 , pp. 107-110
- Zhang, Y.D.¹ Tang, Y.F.² Luo, T.P.³ Shen, J.⁴ Chen, J.H.⁵ Yang, Z.⁶

22
- 33750965298
- K.S. Krishnan, M. Smitha, E. Suresh, and K.V. Radhakrishnan Tetrahedron 62 2006 12345 12350
- (2006) Tetrahedron , vol.62 , pp. 12345-12350
- Krishnan, K.S.¹ Smitha, M.² Suresh, E.³ Radhakrishnan, K.V.⁴

23
- 34548333596
- D. Fischer, and E.A. Theodorakis Eur. J. Org. Chem. 2007 4193 4196
- (2007) Eur. J. Org. Chem. , pp. 4193-4196
- Fischer, D.¹ Theodorakis, E.A.²

24
- 39749140853
- Y.D. Zhang, W.W. Ren, Y. Lan, Q. Xiao, K. Wang, J. Xu, J.H. Chen, and Z. Yang Org. Lett. 10 2008 665 668
- (2008) Org. Lett. , vol.10 , pp. 665-668
- Zhang, Y.D.¹ Ren, W.W.² Lan, Y.³ Xiao, Q.⁴ Wang, K.⁵ Xu, J.⁶ Chen, J.H.⁷ Yang, Z.⁸

25
- 45549103450
- Q. Wang, and C. Chen Org. Lett. 10 2008 1223 1226
- (2008) Org. Lett. , vol.10 , pp. 1223-1226
- Wang, Q.¹ Chen, C.²

26
- 51549107852
- L.A. Paquette, and K.W. Lai Org. Lett. 10 2008 2111 2113
- (2008) Org. Lett. , vol.10 , pp. 2111-2113
- Paquette, L.A.¹ Lai, K.W.²

27
- 59849102394
- K.W. Lai, and L.A. Paquette Org. Lett. 10 2008 2115 2118
- (2008) Org. Lett. , vol.10 , pp. 2115-2118
- Lai, K.W.¹ Paquette, L.A.²

28
- 55949100808
- L.A. Paquette, and K.W. Lai Org. Lett. 10 2008 3781 3784
- (2008) Org. Lett. , vol.10 , pp. 3781-3784
- Paquette, L.A.¹ Lai, K.W.²

29
- 56349168012
- M.C.A. Cordonnier, S.B.J. Kan, and E.A. Anderson Chem. Commun. 2008 5818 5820
- (2008) Chem. Commun. , pp. 5818-5820
- Cordonnier, M.C.A.¹ Kan, S.B.J.² Anderson, E.A.³

30
- 77950595648
- K. Matcha, S. Maity, C.K. Malik, and S. Ghosh Tetrahedron Lett. 51 2010 2754 2757
- (2010) Tetrahedron Lett. , vol.51 , pp. 2754-2757
- Matcha, K.¹ Maity, S.² Malik, C.K.³ Ghosh, S.⁴

31
- 77953484516
- S. Maity, K. Matcha, and S. Ghosh J. Org. Chem. 75 2010 4192 4200
- (2010) J. Org. Chem. , vol.75 , pp. 4192-4200
- Maity, S.¹ Matcha, K.² Ghosh, S.³

32
- 80255132074
- Md. Hossain, F. Matcha, and S. Ghosh Tetrahedron Lett. 52 2011 6473 6476
- (2011) Tetrahedron Lett. , vol.52 , pp. 6473-6476
- Hossain, Md.¹ Matcha, F.² Ghosh, S.³

33
- 79960891783
- G. Mehta, and S. Yaragorla Tetrahedron Lett. 52 2011 4485 4489
- (2011) Tetrahedron Lett. , vol.52 , pp. 4485-4489
- Mehta, G.¹ Yaragorla, S.²

34
- 79960911912
- Q. Xiao, W.-W. Ren, Z.-X. Chen, T.-W. Sun, Y. Li, Q.-D. Ye, J.-X. Gong, F.-K. Meng, L. You, Y.-F. Liu, M.-Z. Zhao, L.-M. Xu, Z.-H. Shan, Y. Shi, Y.-F. Tang, J.-H. Chen, and Z. Yang Angew. Chem., Int. Ed. 50 2011 7373 7377
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 7373-7377
- Xiao, Q.¹ Ren, W.-W.² Chen, Z.-X.³ Sun, T.-W.⁴ Li, Y.⁵ Ye, Q.-D.⁶ Gong, J.-X.⁷ Meng, F.-K.⁸ You, L.⁹ Liu, Y.-F.¹⁰ Zhao, M.-Z.¹¹ Xu, L.-M.¹² Shan, Z.-H.¹³ Shi, Y.¹⁴ Tang, Y.-F.¹⁵ Chen, J.-H.¹⁶ Yang, Z.¹⁷

35
- 84855505271
- A. Bartoli, G. Chouraqui, and J.-L. Parrian Org. Lett. 14 2012 122 125
- (2012) Org. Lett. , vol.14 , pp. 122-125
- Bartoli, A.¹ Chouraqui, G.² Parrian, J.-L.³

36
- 63749086312
- For our concurrent efforts aimed at generating the furo[3,2-b]furanone moiety present in Schisandra nortriterpenoids, see
- For our concurrent efforts aimed at generating the furo[3,2-b]furanone moiety present in Schisandra nortriterpenoids, see: G. Mehta, and B.A. Bhat Tetrahedron Lett. 50 2009 2474 2477
- (2009) Tetrahedron Lett. , vol.50 , pp. 2474-2477
- Mehta, G.¹ Bhat, B.A.²

37
- 77950596504
- G. Mehta, B.A. Bhat, and T.H.S. Kumara Tetrahedron Lett. 50 2009 6597 6600
- (2009) Tetrahedron Lett. , vol.50 , pp. 6597-6600
- Mehta, G.¹ Bhat, B.A.² Kumara, T.H.S.³

38
- 77953960541
- G. Mehta, B.A. Bhat, and T.H.S. Kumara Tetrahedron Lett. 51 2010 4069 4072
- (2010) Tetrahedron Lett. , vol.51 , pp. 4069-4072
- Mehta, G.¹ Bhat, B.A.² Kumara, T.H.S.³

39
- 33847804003
- Z.G. Hajos, and D.R. Parrish J. Org. Chem. 39 1974 1615 1621
- (1974) J. Org. Chem. , vol.39 , pp. 1615-1621
- Hajos, Z.G.¹ Parrish, D.R.²

40
- 0002262097
- Z.G. Hajos, and D.R. Parrish Org. Synth. 63 1985 26 36
- (1985) Org. Synth. , vol.63 , pp. 26-36
- Hajos, Z.G.¹ Parrish, D.R.²

41
- 84863230021
- For an efficient recent procedure, see
- For an efficient recent procedure, see: P. Zhou, L. Zhang, S. Luo, and J.-P. Cheng J. Org. Chem. 77 2012 2526 2530
- (2012) J. Org. Chem. , vol.77 , pp. 2526-2530
- Zhou, P.¹ Zhang, L.² Luo, S.³ Cheng, J.-P.⁴

42
- 0016691895
- R.A. Micheli, Z.G. Hajos, N. Cohen, D.R. Parrish, L.A. Portland, W. Sciamanna, M.A. Scott, and P.A. Wehrli J. Org. Chem. 40 1975 675 681
- (1975) J. Org. Chem. , vol.40 , pp. 675-681
- Micheli, R.A.¹ Hajos, Z.G.² Cohen, N.³ Parrish, D.R.⁴ Portland, L.A.⁵ Sciamanna, W.⁶ Scott, M.A.⁷ Wehrli, P.A.⁸

43
- 0027234426
- R.C.A. Isaacs, M.J. DiGrandi, and S.J. Danishefsky J. Org. Chem. 58 1993 3938 3941
- (1993) J. Org. Chem. , vol.58 , pp. 3938-3941
- Isaacs, R.C.A.¹ Digrandi, M.J.² Danishefsky, S.J.³

44
- 53149108274
- S. Yamashita, K. Iso, and M. Hirama Org. Lett. 10 2008 3413 3415
- (2008) Org. Lett. , vol.10 , pp. 3413-3415
- Yamashita, S.¹ Iso, K.² Hirama, M.³

45
- 2842611792
- Z.G. Hajos, R.A. Micheli, D.R. Parrish, and E.P. Oliveto J. Org. Chem. 32 1967 3008 3010
- (1967) J. Org. Chem. , vol.32 , pp. 3008-3010
- Hajos, Z.G.¹ Micheli, R.A.² Parrish, D.R.³ Oliveto, E.P.⁴

46
- 0023262041
- T. Sugimura, and L.A. Paquette J. Am. Chem. Soc. 109 1987 3017 3024
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 3017-3024
- Sugimura, T.¹ Paquette, L.A.²

47
- 85083243520
- J. Tsuji Synthesis 1984 369 384
- (1984) Synthesis , pp. 369-384
- Tsuji, J.¹

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