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Volumn , Issue 17, 2007, Pages 2667-2670

Synthesis of the C15-C35 segment of chivosazole A

Author keywords

Antibiotic; Chivosazole; Myxobacteria; Natural product

Indexed keywords

CHIVOSAZOLE A; ESTER DERIVATIVE; GLYCOSIDE; LACTONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; HORNER REACTION; NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 35748959668 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-991049 Document Type: Article

Times cited : (21)

References (19)

1
- 0002249346
- Jansen, R.; Irschik, H.; Reichenbach, H.; Höfle, G. Liebigs Ann./Recl. 1997, 1725.
- (1997) Liebigs Ann./Recl , pp. 1725
- Jansen, R.¹ Irschik, H.² Reichenbach, H.³ Höfle, G.⁴

2
- 34447294842
- Janssen, D.; Albert, D.; Jansen, R.; Müller, R.; Kalesse, M. Angew. Chem. Int. Ed. 2007, 46, 4898:
- (2007) Angew. Chem. Int. Ed , vol.46 , pp. 4898
- Janssen, D.¹ Albert, D.² Jansen, R.³ Müller, R.⁴ Kalesse, M.⁵

3
- 35748968060
- Angew. Chem. 2007, 119, 4985.
- (2007) Chem , vol.119 , pp. 4985
- Angew¹

4
- 0000262852
- Ando, K. J. Org Chem. 1997, 62, 1934.
- (1997) J. Org Chem , vol.62 , pp. 1934
- Ando, K.¹

5
- 33646066450
- Still, W. C.; Gennari, C. Tetrahedron Lett. 1983, 24, 4405.
- (1983) Tetrahedron Lett , vol.24 , pp. 4405
- Still, W.C.¹ Gennari, C.²

6
- 84982373258
- Appel, R. Angew. Chem., Int. Ed. Engl. 1975, 87, 801.
- (1975) Angew. Chem., Int. Ed. Engl , vol.87 , pp. 801
- Appel, R.¹

7
- 0034605902
- Christmann, M.; Bhatt, U.; Quitschalle, M.; Claus, E.; Kaiesse, M. Angew. Chem. Int. Ed. 2000, 39, 4364;
- (2000) Angew. Chem. Int. Ed , vol.39 , pp. 4364
- Christmann, M.¹ Bhatt, U.² Quitschalle, M.³ Claus, E.⁴ Kaiesse, M.⁵

8
- 35748968987
- Angew. Chem. 2000, 112, 4535.
- (2000) Chem , vol.112 , pp. 4535
- Angew¹

9
- 37049091522
- (a) Nagao, Y.; Yamada, S.; Kumagi, T.; Ochiai, M.; Fujita, E. J. Chem. Soc., Chem. Commun. 1985, 1418.
- (1985) J. Chem. Soc., Chem. Commun , pp. 1418
- Nagao, Y.¹ Yamada, S.² Kumagi, T.³ Ochiai, M.⁴ Fujita, E.⁵

10
- 0000665968
- (b) Nagao, Y.; Hagiwara, Y.; Kumagi, T.; Ochiai, M.; Inoue, T.; Hashimoto, K.; Fujita, E. J. Org Chem. 1986, 51, 2391.
- (1986) J. Org Chem , vol.51 , pp. 2391
- Nagao, Y.¹ Hagiwara, Y.² Kumagi, T.³ Ochiai, M.⁴ Inoue, T.⁵ Hashimoto, K.⁶ Fujita, E.⁷

11
- 0030897314
- (a) Abiko, A.; Liu, J.-F.; Masamune, S. J. Am. Chem. Soc. 1997, 119, 2586.
- (1997) J. Am. Chem. Soc , vol.119 , pp. 2586
- Abiko, A.¹ Liu, J.-F.² Masamune, S.³

12
- 35748974708
- (b) Inoue, T.; Liu, J. F.; Buske, D. C.; Abiko, A. J. Org. Chem. 2002, 67, 5286.
- (2002) J. Org. Chem , vol.67 , pp. 5286
- Inoue, T.¹ Liu, J.F.² Buske, D.C.³ Abiko, A.⁴

13
- 0026464898
- Tanis, S. P.; Robinson, E. D.; McMills, M. C.; Watt, W. J. Am. Chem. Soc. 1992, 22, 8349.
- (1992) J. Am. Chem. Soc , vol.22 , pp. 8349
- Tanis, S.P.¹ Robinson, E.D.² McMills, M.C.³ Watt, W.⁴

14
- 32744459401
- Omura, K.; Swern, D. Tetrahedron 1978, 34, 1651.
- (1978) Tetrahedron , vol.34 , pp. 1651
- Omura, K.¹ Swern, D.²

15
- 33748664603
- Bal, B. S.; Childers, W. E. Jr.; Pinnick, H. W. Tetrahedron 1981, 37, 2091.
- (1981) Tetrahedron , vol.37 , pp. 2091
- Bal, B.S.¹ Childers Jr., W.E.² Pinnick, H.W.³

16
- 0034689867
- (a) Phillips, A. J.; Uto, Y.; Wipf, P.; Reno, M. J.; Williams, D. R. Org. Lett. 2000, 2, 1165.
- (2000) Org. Lett , vol.2 , pp. 1165
- Phillips, A.J.¹ Uto, Y.² Wipf, P.³ Reno, M.J.⁴ Williams, D.R.⁵

17
- 0031022867
- (b) Williams, D. R.; Lowder, P. D.; Gu, Y.-G.; Brooks, D. A. Tetrahedron Lett. 1997, 38, 331.
- (1997) Tetrahedron Lett , vol.38 , pp. 331
- Williams, D.R.¹ Lowder, P.D.² Gu, Y.-G.³ Brooks, D.A.⁴

18
- 0000863170
- Nicolaou, K. C.; Seitz, S. P.; Pavia, M. R. J. Am. Chem. Soc. 1982, 104, 2030.
- (1982) J. Am. Chem. Soc , vol.104 , pp. 2030
- Nicolaou, K.C.¹ Seitz, S.P.² Pavia, M.R.³

19
- 35748948539
- Synthesis of Alkene 15 Reagent 14 (14 mg, 44 μmol) was dissolved in THF (1 mL) and cooled to 0°C Then, NaH (2.5 mg, 62 μmol, 60% dispersion on mineral oil) was added, the solution stirred for 15 min at 0°C, and then cooled to -78°C Aldehyde 13 (27 mg, 49 μmol) was added and the mixture was warmed over 2 h to 0°C and then quenched with sat. NH4Cl solution (5 mL, The layers were separated and the aqueous layer was extracted with EtOAc (3 x 5 mL, The combined organic layers were washed with brine (1 x 10 mL) and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified via flash chromatography. The reaction yielded 21 mg of the Z-olefin (0.03 mmol, 69, Rf, 0.29 (EtOAc-hexane, 1:30, α] D23 +6.5 (c 1.07, CHCl3, 1H NMR (400 MHz, CDCl3, δ, 7.29 (d, J, 8.5 Hz, 2 H, 6.87 d
- 4. The solvent was removed under reduced pressure and the residue was purified via flash chromatography. The reaction yielded 21 mg of the Z-olefin(...)

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