SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn , Issue 47, 2008, Pages 6360-6362

Rhenium- and manganese-catalyzed insertion of acetylenes into β-keto esters: Synthesis of 2-pyranones

(5) Kuninobu, Yoichiro a Kawata, Atsushi a Nishi, Mitsumi a Takata, Hisatsugu a Takai, Kazuhiko a

a OKAYAMA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRONE DERIVATIVE; ACETYLENE DERIVATIVE; AMMONIUM FLUORIDE; BETA KETO ESTER DERIVATIVE; ESTER DERIVATIVE; MANGANESE; RHENIUM; TETRABUTYLAMMONIUM FLUORIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CYCLIZATION; REACTION ANALYSIS; SYNTHESIS;

EID: 57249105005 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b814694b Document Type: Article

Times cited : (67)

References (17)

1
- 0000042055
- A. Ichihara K. Murakami S. Sakamura Tetrahedron 1987 43 5245
- (1987) Tetrahedron , vol.43 , pp. 5245
- Ichihara, A.¹ Murakami, K.² Sakamura, S.³

2
- 0028833190
- X. Shi W. S. Leal Z. Liu E. Schrader J. Meinwald Tetrahedron Lett. 1995 36 71
- (1995) Tetrahedron Lett. , vol.36 , pp. 71
- Shi, X.¹ Leal, W.S.² Liu, Z.³ Schrader, E.⁴ Meinwald, J.⁵

3
- 0036325609
- Y. Kamano T. Nogawa A. Yamashita M. Hayashi M. Inoue P. Drasar G. R. Pettite J. Nat. Prod. 2002 65 1001
- (2002) J. Nat. Prod. , vol.65 , pp. 1001
- Kamano, Y.¹ Nogawa, T.² Yamashita, A.³ Hayashi, M.⁴ Inoue, M.⁵ Drasar, P.⁶ Pettite, G.R.⁷

4
- 39749187155
- N. T. Tam C.-G. Cho Org. Lett. 2008 10 601
- (2008) Org. Lett. , vol.10 , pp. 601
- Tam, N.T.¹ Cho, C.-G.²

5
- 1642526251
- J. Fried R. C. Elderfield J. Org. Chem. 1941 6 566
- (1941) J. Org. Chem. , vol.6 , pp. 566
- Fried, J.¹ Elderfield, R.C.²

6
- 37049049470
- J. D. Bu'Lock H. G. Smith J. Chem. Soc. 1960 502
- (1960) J. Chem. Soc. , pp. 502
- Bu'Lock, J.D.¹ Smith, H.G.²

7
- 0033607595
- 12 (1.0 mol%; 3a: <1%, 4a: 5%, 5a: <1%)
- R. C. Larock M. J. Doty X. Han J. Org. Chem. 1999 64 8770
- (1999) J. Org. Chem. , vol.64 , pp. 8770
- Larock, R.C.¹ Doty, M.J.² Han, X.³

8
- 57249085145
- 2 3a-5a could not be separated by column chromatography on silica gel The yields of δ-keto esters 3-5 decreased without MS. It is still unclear why MS accelerate the reaction
- 2

9
- 57249113039
- 3,3-Dimethyl-1-butyne, ethynyltrimethylsilane and ethyl propiolate did not give δ-keto esters under the same reaction conditions In this reaction, methylenecyclohexane 9 was formed:
- 3,3-Dimethyl-1-butyne, ethynyltrimethylsilane and ethyl propiolate did not give δ-keto esters under the same reaction conditions

10
- 27644479913
- See also:
- Y. Kuninobu A. Kawata K. Takai Org. Lett. 2005 7 4823
- (2005) Org. Lett. , vol.7 , pp. 4823
- Kuninobu, Y.¹ Kawata, A.² Takai, K.³

11
- 0142183454
- M. Nakamura K. Endo E. Nakamura J. Am. Chem. Soc. 2003 125 13002
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13002
- Nakamura, M.¹ Endo, K.² Nakamura, E.³

12
- 1842637760
- J. J. Kennedy-Smith S. T. Staben F. D. Toste J. Am. Chem. Soc. 2004 126 4526
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 4526
- Kennedy-Smith, J.J.¹ Staben, S.T.² Toste, F.D.³

13
- 7244248645
- S. T. Staben J. J. Kennedy-Smith F. D. Toste Angew. Chem., Int. Ed. 2004 43 5350
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5350
- Staben, S.T.¹ Kennedy-Smith, J.J.² Toste, F.D.³

14
- 20444465253
- Q. Gao B.-F. Zheng J.-H. Li D. Yang Org. Lett. 2005 7 2185
- (2005) Org. Lett. , vol.7 , pp. 2185
- Gao, Q.¹ Zheng, B.-F.² Li, J.-H.³ Yang, D.⁴

15
- 0010535204
- M. Suginome Y. Ito Top. Organomet. Chem. 1999 3 131
- (1999) Top. Organomet. Chem. , vol.3 , pp. 131
- Suginome, M.¹ Ito, Y.²

16
- 33748356066
- 13C NMR data. See:
- Y. Kuninobu A. Kawata K. Takai J. Am. Chem. Soc. 2006 128 11368
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 11368
- Kuninobu, Y.¹ Kawata, A.² Takai, K.³

17
- 0027322727
- 5 did not promote any reactions, and 1a and 2a were recovered The formation of 2-pyranones 6 were also promoted by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Therefore, we think that the role of TBAF is as a base. Other fluoride sources, such as KF, CsF and AgF, were not as effective as TBAF
- L. S. Liebeskind J. Wang Tetrahedron 1993 49 5461
- (1993) Tetrahedron , vol.49 , pp. 5461
- Liebeskind, L.S.¹ Wang, J.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.