SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 5, 2007, Pages 733-736

Efficient reformatsky conjugate additions to alkylidene malonates and malonamides

(3) Bentz, Emilie a Moloney, Mark G a Westaway, Susan M b

a UNIVERSITY OF OXFORD (United Kingdom)

b GLAXOSMITHKLINE (United Kingdom)

Author keywords

Addition reactions; Organometallic reagents; Zinc

Indexed keywords

ALKYLIDENE MALONATE DERIVATIVE; BROMONITRILE; LACTAM DERIVATIVE; MALONAMIDE DERIVATIVE; MALONIC ACID DERIVATIVE; NITRILE; ORGANOMETALLIC COMPOUND; UNCLASSIFIED DRUG; ZINC;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; MICROWAVE IRRADIATION; REFORMATSKY REACTION;

EID: 33947731832 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-970756 Document Type: Article

Times cited : (6)

References (26)

1
- 15844398780
- Dyer, J.; Keeling, S.; Moloney, M. G. Tetrahedron Lett. 1996, 37, 4573.
- (1996) Tetrahedron Lett , vol.37 , pp. 4573
- Dyer, J.¹ Keeling, S.² Moloney, M.G.³

2
- 2342483687
- Brewster, A. G.; Broady, S.; Mills, C. E.; Heightman, T. D.; Hermitage, S. A.; Hughes, M.; Moloney, M. G.; Woods, G. A. Org. Biomol. Chem. 2004, 2, 1031.
- (2004) Org. Biomol. Chem , vol.2 , pp. 1031
- Brewster, A.G.¹ Broady, S.² Mills, C.E.³ Heightman, T.D.⁴ Hermitage, S.A.⁵ Hughes, M.⁶ Moloney, M.G.⁷ Woods, G.A.⁸

3
- 0343882993
- Moreau, J. L.; Frangin, Y.; Gaudemar, M. Bull. Soc. Chim. Fr. 1970, 4511.
- (1970) Bull. Soc. Chim. Fr , pp. 4511
- Moreau, J.L.¹ Frangin, Y.² Gaudemar, M.³

4
- 0003625966
- Wilkinson, G, Ed, Pergamon: Oxford, Chap. 16
- Boersma, J. In Comprehensive Organometallic Chemistry, Vol. 2; Wilkinson, G., Ed.; Pergamon: Oxford, 1982, Chap. 16.
- (1982) Comprehensive Organometallic Chemistry , vol.2
- Boersma, J.¹

5
- 0342577187
- Daviaud, G.; Massy, M.; Migniac, P. Tetrahedron Lett. 1970, 11, 5169.
- (1970) Tetrahedron Lett , vol.11 , pp. 5169
- Daviaud, G.¹ Massy, M.² Migniac, P.³

6
- 0002841791
- Goasdoue, N.; Gaudemar, M. J. Organomet. Chem. 1972, 39, 17.
- (1972) J. Organomet. Chem , vol.39 , pp. 17
- Goasdoue, N.¹ Gaudemar, M.²

7
- 33947728875
- Goasdoue, N. G. M. J. Organomet. Chem. 1971, 28, C9.
- (1971) J. Organomet. Chem , vol.28
- Goasdoue, N.G.M.¹

8
- 33746593938
- Trost, B. M, Fleming, I, Eds, Pergamon: Oxford, Chap. 1.8
- Rathke, M. W.; Weipert, P. In Comprehensive Organic Synthesis, Vol. 2; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991, Chap. 1.8.
- (1991) Comprehensive Organic Synthesis , vol.2
- Rathke, M.W.¹ Weipert, P.²

9
- 0030033616
- Menicagli, R.; Samaritani, S. Tetrahedron 1996, 52, 1425.
- (1996) Tetrahedron , vol.52 , pp. 1425
- Menicagli, R.¹ Samaritani, S.²

10
- 4544347622
- Ocampo, R.; Dolbier, W. R. Tetrahedron 2004, 60, 9325.
- (2004) Tetrahedron , vol.60 , pp. 9325
- Ocampo, R.¹ Dolbier, W.R.²

11
- 0346057810
- Rimkus, A.; Sewald, N. Synthesis 2004, 135.
- (2004) Synthesis , pp. 135
- Rimkus, A.¹ Sewald, N.²

12
- 0036089366
- Berner, O. M.; Tedeschi, L.; Enders, D. Eur. J. Org. Chem. 2002, 1877.
- (2002) Eur. J. Org. Chem , pp. 1877
- Berner, O.M.¹ Tedeschi, L.² Enders, D.³

13
- 1942468009
- Schuppan, J.; Minnaard, A. J.; Feringa, B. L. Chem. Commun. 2004, 792.
- (2004) Chem. Commun , pp. 792
- Schuppan, J.¹ Minnaard, A.J.² Feringa, B.L.³

14
- 0042884007
- Nakajima, M.; Yamamoto, S.; Yamaguchi, Y.; Nakamura, S.; Hashimoto, S. Tetrahedron 2003, 59, 7307.
- (2003) Tetrahedron , vol.59 , pp. 7307
- Nakajima, M.¹ Yamamoto, S.² Yamaguchi, Y.³ Nakamura, S.⁴ Hashimoto, S.⁵

15
- 2442629288
- Bella, M.; Jørgenson, K. A. J. Am. Chem. Soc. 2004, 126, 5672.
- (2004) J. Am. Chem. Soc , vol.126 , pp. 5672
- Bella, M.¹ Jørgenson, K.A.²

16
- 23444440146
- Gimbert, C.; Lumbierres, M.; Marchi, C.; Moreno-Mañas, M.; Sebastian, R. M.; Vallribera, A. Tetrahedron 2005, 61, 8598.
- (2005) Tetrahedron , vol.61 , pp. 8598
- Gimbert, C.¹ Lumbierres, M.² Marchi, C.³ Moreno-Mañas, M.⁴ Sebastian, R.M.⁵ Vallribera, A.⁶

17
- 10044234065
- Babu, S. A.; Yasuda, M.; Shibata, I.; Baba, A. Org. Lett. 2004, 6, 4475.
- (2004) Org. Lett , vol.6 , pp. 4475
- Babu, S.A.¹ Yasuda, M.² Shibata, I.³ Baba, A.⁴

18
- 24044457921
- Paquin, J.-F.; Stephenson, C. R. J.; Defieber, C.; Carreira, E. M. Org. Lett. 2005, 7, 3821.
- (2005) Org. Lett , vol.7 , pp. 3821
- Paquin, J.-F.¹ Stephenson, C.R.J.² Defieber, C.³ Carreira, E.M.⁴

19
- 33947713208
- Typical Procedure for the Reformatsky Reaction 1-tert-Butyl 3,3-Diethyl 2-methylpropane-1,3,3-tricarboxylate (3) Zinc powder was activated by shaking with a sat. solution of NH4Cl for 5 min, followed by washing with H2O, EtOH, Et2O and then drying under high vacuum at r.t. for 3 h. Thermal Conditions To a suspension of activated zinc (350 mg, 5.4 mmol) in THF (5 mL) were added a few crystals of iodine, followed by tert-butyl 2-bromopropionate (520 mL, 3.2 mmol, The mixture was sonicated at 35-40°C for 15 min. With stirring, diethyl ethylidenemalonate (2, 182 mL, 1.1 mmol) was added and the mixture was sonicated at 35-40°C for 15 min. After 18 h at reflux, the mixture was quenched with a solution of sat. NH4Cl (5 mL) and EtOAc 5 mL, The organic layer was separated, dried over MgSO4, filtered and concentrated under vacuum. The crude material was purified by flash chromatography
- +.

20
- 33947732295
- -1 R = 0.0375, wR = 0.0399. The compound was crystallised from EtOAc-PE.
- -1 R = 0.0375, wR = 0.0399. The compound was crystallised from EtOAc-PE.

21
- 4444351692
- Bentz, E.; Moloney, M. G.; Westaway, S. M. Tetrahedron Lett. 2004, 45, 7395.
- (2004) Tetrahedron Lett , vol.45 , pp. 7395
- Bentz, E.¹ Moloney, M.G.² Westaway, S.M.³

22
- 33645994834
- Leadbeater, N. E. Tetrahedron 2006, 62, 4633.
- (2006) Tetrahedron , vol.62 , pp. 4633
- Leadbeater, N.E.¹

23
- 33645401897
- Coleman, W. F. J. Chem. Educ. 2006, 83, 621.
- (2006) J. Chem. Educ , vol.83 , pp. 621
- Coleman, W.F.¹

24
- 0035813244
- Lidstrom, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225.
- (2001) Tetrahedron , vol.57 , pp. 9225
- Lidstrom, P.¹ Tierney, J.² Wathey, B.³ Westman, J.⁴

25
- 0029078472
- Caddick, S. Tetrahedron 1995, 51, 10403.
- (1995) Tetrahedron , vol.51 , pp. 10403
- Caddick, S.¹

26
- 33947717541
- NC
- Hayes, B. L. Microwave Synthesis; CEM Publishing: Matthews, NC, 2002.
- (2002) Microwave Synthesis; CEM Publishing: Matthews
- Hayes, B.L.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.