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Chemical Communications

Volumn , Issue 12, 2006, Pages 1316-1318

2-Diazoacetoacetic acid, an efficient and convenient reagent for the synthesis of α-diazo-β-ketoesters

(3) Meyer, Michael E a Ferreira, Eric M a Stoltz, Brian M a

a California Institute of Technology (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 DIAZOACETOACETIC ACID; ACETIC ACID DERIVATIVE; ESTER DERIVATIVE; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PROCEDURES; CHEMICAL REACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 33644928733 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b517719g Document Type: Article

Times cited : (20)

References (28)

1
- 0003394220
- Wiley-Interscience: New York, New York
- M. P. Doyle, M. A. McKervey and T. Ye, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds from Cyclopropanes to Ylides; Wiley-Interscience: New York, New York, 1998
- (1998) Modern Catalytic Methods for Organic Synthesis with Diazo Compounds from Cyclopropanes to Ylides;
- Doyle, M.P.¹ McKervey, M.A.² Ye, T.³

2
- 0000709206
- T. Ye M. A. McKervey Chem. Rev. 1994 94 1091 1160
- (1994) Chem. Rev. , vol.94 , pp. 1091-1160
- Ye, T.¹ McKervey, M.A.²

3
- 33748811198
- A. Padwa D. Austin Angew. Chem., Int. Ed. Engl. 1994 33 1797 1815
- (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 1797-1815
- Padwa, A.¹ Austin, D.²

4
- 18444417883
- For a recent review of C-H activation using diazo compounds, see:
- M. P. Doyle Chem. Rev. 1986 86 919 939
- (1986) Chem. Rev. , vol.86 , pp. 919-939
- Doyle, M.P.¹

5
- 0041878773
- For recent examples of Wolff rearrangements, see:
- H. M. L. Davies R. E. J. Beckwith Chem. Rev. 2003 103 2861 2904
- (2003) Chem. Rev. , vol.103 , pp. 2861-2904
- Davies, H.M.L.¹ Beckwith, R.E.J.²

6
- 0242574862
- R. Sarpong J. T. Su B. M. Stoltz J. Am. Chem. Soc. 2003 125 13624 13625
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13624-13625
- Sarpong, R.¹ Su, J.T.² Stoltz, B.M.³

7
- 0001245296
- H. Yang K. Foster C. R. J. Stephenson W. Brown E. Roberts Org. Lett. 2000 2 2177 2179
- (2000) Org. Lett. , vol.2 , pp. 2177-2179
- Yang, H.¹ Foster, K.² Stephenson, C.R.J.³ Brown, W.⁴ Roberts, E.⁵

8
- 0037416334
- R. R. Julian J. A. May B. M. Stoltz J. L. Beauchamp Angew. Chem., Int. Ed. 2003 42 1012 1015
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1012-1015
- Julian, R.R.¹ May, J.A.² Stoltz, B.M.³ Beauchamp, J.L.⁴

9
- 0037433268
- A. Bogdanova V. Popik J. Am. Chem. Soc. 2003 125 1456 1457
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 1456-1457
- Bogdanova, A.¹ Popik, V.²

10
- 0000026010
- For a review of cyclopropanation, see:
- J. Podlech M. R. Linder J. Org. Chem. 1997 62 5873 5883
- (1997) J. Org. Chem. , vol.62 , pp. 5873-5883
- Podlech, J.¹ Linder, M.R.²

11
- 0038222536
- For selected examples, see:
- H. Lebel J.-F. Marcoux C. Molinaro A. B. Charette Chem. Rev. 2003 103 977 1050
- (2003) Chem. Rev. , vol.103 , pp. 977-1050
- Lebel, H.¹ Marcoux, J.-F.² Molinaro, C.³ Charette, A.B.⁴

12
- 0033576992
- S. Kitagaki M. Anada O. Kataoka K. Matsuno C. Umeda N. Watanabe S.-I. Hashimoto J. Am. Chem. Soc. 1999 121 1417 1418
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 1417-1418
- Kitagaki, S.¹ Anada, M.² Kataoka, O.³ Matsuno, K.⁴ Umeda, C.⁵ Watanabe, N.⁶ Hashimoto, S.-I.⁷

13
- 0037164078
- J. A. May B. M. Stoltz J. Am. Chem. Soc. 2002 124 12426 12427
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 12426-12427
- May, J.A.¹ Stoltz, B.M.²

14
- 0033518872
- J. L. Wood G. A. Moniz D. A. Pflum B. M. Stoltz A. A. Houbec H.-J. Dietrich J. Am. Chem. Soc. 1999 121 1748 1749
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 1748-1749
- Wood, J.L.¹ Moniz, G.A.² Pflum, D.A.³ Stoltz, B.M.⁴ Houbec, A.A.⁵ Dietrich, H.-J.⁶

15
- 0031023189
- A. Padwa M. A. Brodney J. P. Marino, Jr. M. H. Osterhout A. T. Price J. Org. Chem. 1997 62 67 77
- (1997) J. Org. Chem. , vol.62 , pp. 67-77
- Padwa, A.¹ Brodney, M.A.² Marino Jr., J.P.³ Osterhout, M.H.⁴ Price, A.T.⁵

16
- 0002723024
- A. Padwa D. J. Austin S. F. Hornbukle J. Org. Chem. 1996 61 63 72
- (1996) J. Org. Chem. , vol.61 , pp. 63-72
- Padwa, A.¹ Austin, D.J.² Hornbukle, S.F.³

17
- 0035511671
- C. H. Yoon M. J. Zaworotko B. Moulton K. W. Jung Org. Lett. 2001 3 3539 3542
- (2001) Org. Lett. , vol.3 , pp. 3539-3542
- Yoon, C.H.¹ Zaworotko, M.J.² Moulton, B.³ Jung, K.W.⁴

18
- 33751392345
- A. G. H. Wee B. Liu L. Zhang J. Org. Chem. 1992 57 4404 4414
- (1992) J. Org. Chem. , vol.57 , pp. 4404-4414
- Wee, A.G.H.¹ Liu, B.² Zhang, L.³

19
- 0001183682
- A. Padwa D. J. Austin A. T. Price M. A. Semones M. P. Doyle M. N. Protopopova W. R. Winchester A. Tran J. Am. Chem. Soc. 1993 115 8669 8680
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 8669-8680
- Padwa, A.¹ Austin, D.J.² Price, A.T.³ Semones, M.A.⁴ Doyle, M.P.⁵ Protopopova, M.N.⁶ Winchester, W.R.⁷ Tran, A.⁸

20
- 0000698918
- We have tentatively assigned the product of this reaction sequence to be: A similar transesterification on a 2°alcohol was recently described, see:
- J. S. Baum D. A. Shook H. M. L. Davies D. H. Smith Synth. Commun. 1987 17 1709 1716
- (1987) Synth. Commun. , vol.17 , pp. 1709-1716
- Baum, J.S.¹ Shook, D.A.² Davies, H.M.L.³ Smith, D.H.⁴

21
- 0034615938
- When alcohol 5 was subjected to the identical reaction conditions, the only isolated product arose from a Wolff Rearrangement of 3, followed by addition of 5 into the resulting ketene to provide ii
- J. Lim D.-J. Choo Y. H. Kim Chem. Commun. 2000 553 554
- (2000) Chem. Commun. , pp. 553-554
- Lim, J.¹ Choo, D.-J.² Kim, Y.H.³

22
- 33644921994
- F. Kido K. Yamaji T. Abiko M. Kato J. Chem. Res. (S) 1993 18 19
- (1993) J. Chem. Res. (S) , pp. 18-19
- Kido, F.¹ Yamaji, K.² Abiko, T.³ Kato, M.⁴

23
- 85168195348
- For a typical hydrogenolysis, see Supporting Information
- For a typical hydrogenolysis, see Supporting Information

24
- 85168217233
- It is known that α-diazoacetoacetates can be converted to α-diazoacetates under basic conditions. For a general procedure, see:
- For a typical esterification procedure, see Supporting Information

25
- 0001080522
- For examples of α-diazo-β-ketoamides, see:
- M. P. Doyle R. E. Austin A. S. Bailey M. P. Dwyer A. B. Dyatkin A. V. Kalinin M. M. Y. Kwan S. Liras C. J. Oalmann R. J. Pieters, et al. J. Am. Chem. Soc. 1995 117 5763 5775
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 5763-5775
- Doyle, M.P.¹ Austin, R.E.² Bailey, A.S.³ Dwyer, M.P.⁴ Dyatkin, A.B.⁵ Kalinin, A.V.⁶ Kwan, M.M.Y.⁷ Liras, S.⁸ Oalmann, C.J.⁹ Pieters Et Al., R.J.¹⁰

26
- 0025322973
- A. Padwa L. Zhi J. Am. Chem. Soc. 1990 112 2037 2038
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 2037-2038
- Padwa, A.¹ Zhi, L.²

27
- 33644889303
- A. Jeganathan S. K. Richardson R. S. Mani B. E. Haley D. S. Watt J. Org. Chem. 1986 51 5362 5367
- (1986) J. Org. Chem. , vol.51 , pp. 5362-5367
- Jeganathan, A.¹ Richardson, S.K.² Mani, R.S.³ Haley, B.E.⁴ Watt, D.S.⁵

28
- 33751386310
- A. Padwa D. C. Dean D. J. Fairfax S. L. Xu J. Org. Chem. 1993 58 4646 4655
- (1993) J. Org. Chem. , vol.58 , pp. 4646-4655
- Padwa, A.¹ Dean, D.C.² Fairfax, D.J.³ Xu, S.L.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.