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Volumn , Issue 47, 2008, Pages 6330-6332

Caesium fluoride-promoted Stille coupling reaction: An efficient synthesis of 9Z-retinoic acid and its analogues using a practical building block

(3) Okitsu, Takashi a Iwatsuka, Kinya a Wada, Akimori a

a KOBE PHARMACEUTICAL UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID; CESIUM; FLUORIDE; LIVER X RECEPTOR; RETINOIC ACID; RETINOIC ACID DERIVATIVE; RETINOID X RECEPTOR; RETINOID X RECEPTOR ALPHA; RETINOID X RECEPTOR BETA; RETINOID X RECEPTOR GAMMA; VITAMIN D RECEPTOR;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; HYDROLYSIS; ISOMERIZATION; STILLE REACTION; SYNTHESIS;

EID: 57249094145 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b813760a Document Type: Article

Times cited : (22)

References (23)

1
- 0033305499
- and references cited therein
- V. Giguère Endocr. Rev. 1999 20 689 725
- (1999) Endocr. Rev. , vol.20 , pp. 689-725
- Giguère, V.¹

2
- 57249083083
- M. B. Sporn, A. B. Roberts and D. S. Goodman, Raven, New York, 2nd edn
- The Retinoids: Biology, Chemistry and Medicine, ed., M. B. Sporn,,, A. B. Roberts, and, D. S. Goodman,, Raven, New York, 2nd edn, 1993
- (1993) The Retinoids: Biology, Chemistry and Medicine, Ed.

3
- 0026570218
- R. A. Heyman D. J. Mangelsdorf J. A. Dyck R. B. Stein G. Eichele R. M. Evans C. Thaller Cell 1992 68 397 406
- (1992) Cell , vol.68 , pp. 397-406
- Heyman, R.A.¹ Mangelsdorf, D.J.² Dyck, J.A.³ Stein, R.B.⁴ Eichele, G.⁵ Evans, R.M.⁶ Thaller, C.⁷

4
- 0000147542
- W. K. Hong M. B. Sporn Science 1997 278 1073 1077
- (1997) Science , vol.278 , pp. 1073-1077
- Hong, W.K.¹ Sporn, M.B.²

5
- 0029951985
- Y. L. Bennani J. Org. Chem. 1996 61 3542 3544
- (1996) J. Org. Chem. , vol.61 , pp. 3542-3544
- Bennani, Y.L.¹

6
- 0001328821
- A. Wada S. Hiraishi N. Takamura T. Date K. Aoe M. Ito J. Org. Chem. 1997 62 4343 4348
- (1997) J. Org. Chem. , vol.62 , pp. 4343-4348
- Wada, A.¹ Hiraishi, S.² Takamura, N.³ Date, T.⁴ Aoe, K.⁵ Ito, M.⁶

7
- 0033776211
- A. Wada Y. Nomoto K. Tano E. Yamashita M. Ito Chem. Pharm. Bull. 2000 48 1391 1394
- (2000) Chem. Pharm. Bull. , vol.48 , pp. 1391-1394
- Wada, A.¹ Nomoto, Y.² Tano, K.³ Yamashita, E.⁴ Ito, M.⁵

8
- 2942729585
- A. Wada K. Fukunaga M. Ito Y. Mizuguchi K. Nakagawa T. Okano Bioorg. Med. Chem. 2004 12 3931 3942
- (2004) Bioorg. Med. Chem. , vol.12 , pp. 3931-3942
- Wada, A.¹ Fukunaga, K.² Ito, M.³ Mizuguchi, Y.⁴ Nakagawa, K.⁵ Okano, T.⁶

9
- 0035861718
- Y. Pazos B. Iglesias A. R. de Lera J. Org. Chem. 2001 66 8483 8489
- (2001) J. Org. Chem. , vol.66 , pp. 8483-8489
- Pazos, Y.¹ Iglesias, B.² De Lera, A.R.³

10
- 0033584921
- Y. Pazos A. R. de Lera Tetrahedron Lett. 1999 40 8287 8290
- (1999) Tetrahedron Lett. , vol.40 , pp. 8287-8290
- Pazos, Y.¹ De Lera, A.R.²

11
- 20444390663
- D. L. Aubele S. Wan P. E. Floreancig Angew. Chem., Int. Ed. 2005 44 3485 3488
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 3485-3488
- Aubele, D.L.¹ Wan, S.² Floreancig, P.E.³

12
- 0032480383
- LiCl promotes the oxidative addition and CsF facilitates the transmetallation in the Stille coupling reaction, see:
- E. Piers P. L. Gladstone J. G. K. Yee E. J. McEachern Tetrahedron 1998 54 10609 10626
- (1998) Tetrahedron , vol.54 , pp. 10609-10626
- Piers, E.¹ Gladstone, P.L.² Yee, J.G.K.³ McEachern, E.J.⁴

13
- 33845376366
- W. J. Scott J. K. Stille J. Am. Chem. Soc. 1986 108 3033 3040
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 3033-3040
- Scott, W.J.¹ Stille, J.K.²

14
- 84859344280
- A. G. Martínez J. O. Barcina C. A. de Fresno L. R. Subramanian Synlett 1994 1047 1048
- (1994) Synlett , pp. 1047-1048
- Martínez, A.G.¹ Barcina, J.O.² De Fresno, C.A.³ Subramanian, L.R.⁴

15
- 19844364290
- S. P. H. Mee V. Lee J. K. Baldwin Chem.-Eur. J. 2005 11 3294 3308
- (2005) Chem.-Eur. J. , vol.11 , pp. 3294-3308
- Mee, S.P.H.¹ Lee, V.² Baldwin, J.K.³

16
- 1842565056
- S. P. H. Mee V. Lee J. K. Baldwin Angew. Chem., Int. Ed. 2004 43 1132 1136
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1132-1136
- Mee, S.P.H.¹ Lee, V.² Baldwin, J.K.³

17
- 5044228320
- Syntheses of 9Z-retinoic acid analogues, see:
- D. C. Harrowven I. L. Guy Chem. Commun. 2004 1968 1969
- (2004) Chem. Commun. , pp. 1968-1969
- Harrowven, D.C.¹ Guy, I.L.²

18
- 35348932657
- A. Wada Y. Mizuguchi H. Miyake M. Niihara M. Ito K. Nakagawa T. Okano Lett. Drug Des. Discovery 2007 4 442 445
- (2007) Lett. Drug Des. Discovery , vol.4 , pp. 442-445
- Wada, A.¹ Mizuguchi, Y.² Miyake, H.³ Niihara, M.⁴ Ito, M.⁵ Nakagawa, K.⁶ Okano, T.⁷

19
- 33645858557
- A. Wada Y. Mizuguchi M. Shinmen M. Ito K. Nakagawa T. Okano Lett. Drug Des. Discovery 2006 3 118 122
- (2006) Lett. Drug Des. Discovery , vol.3 , pp. 118-122
- Wada, A.¹ Mizuguchi, Y.² Shinmen, M.³ Ito, M.⁴ Nakagawa, K.⁵ Okano, T.⁶

20
- 27144456176
- B. H. Lipshutz G. C. Clososki W. Chrisman D. W. Chung D. B. Ball J. Howell Org. Lett. 2005 7 4561 4564
- (2005) Org. Lett. , vol.7 , pp. 4561-4564
- Lipshutz, B.H.¹ Clososki, G.C.² Chrisman, W.³ Chung, D.W.⁴ Ball, D.B.⁵ Howell, J.⁶

21
- 0038106975
- ref. 3c, 3d and 4 For a review of nonaflate, see:
- B. Domínguez Y. Pazos A. R. de Lera J. Org. Chem. 2000 65 5917 5925
- (2000) J. Org. Chem. , vol.65 , pp. 5917-5925
- Domínguez, B.¹ Pazos, Y.² De Lera, A.R.³

22
- 0027180141
- For a recent example of Stille coupling of vinyl nonaflate, see:
- K. Ritter Synthesis 1993 735
- (1993) Synthesis , pp. 735
- Ritter, K.¹

23
- 22244463214
- A. Wada Y. Ieki S. Nakamura M. Ito Synthesis 2005 1581 1588
- (2005) Synthesis , pp. 1581-1588
- Wada, A.¹ Ieki, Y.² Nakamura, S.³ Ito, M.⁴

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