SCOPUS 정보 검색 플랫폼

Tetrahedron Letters

Volumn 52, Issue 39, 2011, Pages 4985-4988

Custom synthesis of substituted butenolides, dihydropyranones, and α-E-alkylidenelactones via alkenylalumination

(4) Veeraraghavan Ramachandran, P a Pratihar, Debarshi a Garner, Garrett a China Raju, B a

a PURDUE UNIVERSITY (United States)

Author keywords

1,4 Addition; Alkenylalumination; Butenolides; Dihydropyranones; Lactones

Indexed keywords

[ALPHA (ETHOXYCARBONYL) BETA (BUTYLDIMETHYLSILYLOXYALKYL)ALKENYL]DIISOBUTYLALUMINUM; ACETIC ACID; ALKYL GROUP; ALPHA ACETOXYALKYLBUTENOLIDE DERIVATIVE; ALPHA ALKYLIDENE BETA' HYDROXY ESTER DERIVATIVE; ALPHA ALKYLIDENELACTONE DERIVATIVE; BUTENOLIDE; DIHYDROPYRANONE DERIVATIVE; ESTER DERIVATIVE; LACTENONE DERIVATIVE; LACTONE DERIVATIVE; PYRAN DERIVATIVE; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ALKENYLALUMINATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; LACTONIZATION; SUBSTITUTION REACTION; SYNTHESIS;

EID: 80052171591 PISSN: 00404039 EISSN: 18733581 Source Type: Journal
DOI: 10.1016/j.tetlet.2011.06.103 Document Type: Article

Times cited : (4)

References (33)

1
- 77953460179
- P.V. Ramachandran, M.T. Yip-Schneider, and C.M. Schmidt Future Med. Chem. 1 2009 179
- (2009) Future Med. Chem. , vol.1 , pp. 179
- Ramachandran, P.V.¹ Yip-Schneider, M.T.² Schmidt, C.M.³

2
- 4944227529
- W.C. Huang, S.T. Chan, T.L. Yang, C.C. Tzeng, and C.C. Chen Carcinogenesis 25 2004 1925
- (2004) Carcinogenesis , vol.25 , pp. 1925
- Huang, W.C.¹ Chan, S.T.² Yang, T.L.³ Tzeng, C.C.⁴ Chen, C.C.⁵

3
- 0035496616
- R.A. Gupta, and R.N. DuBois Nat. Rev. Cancer 1 2001 11
- (2001) Nat. Rev. Cancer , vol.1 , pp. 11
- Gupta, R.A.¹ Dubois, R.N.²

4
- 33745870112
- M.C. Ralstin, E.A. Gage, M.T. Yip-Schneider, J. Patrick, P.J. Klein, E.A. Wiebke, and C.M. Schmidt Mol. Cancer Res. 4 2006 387
- (2006) Mol. Cancer Res. , vol.4 , pp. 387
- Ralstin, M.C.¹ Gage, E.A.² Yip-Schneider, M.T.³ Patrick, J.⁴ Klein, P.J.⁵ Wiebke, E.A.⁶ Schmidt, C.M.⁷

5
- 34249101215
- G.S. Jeong, H.O. Pae, S.O. Jeong, Y.C. Kim, T.O. Kwon, H.S. Lee, N.S. Kim, S.D. Park, and H.T. Chung Eur. J. Pharm. 565 2007 37
- (2007) Eur. J. Pharm. , vol.565 , pp. 37
- Jeong, G.S.¹ Pae, H.O.² Jeong, S.O.³ Kim, Y.C.⁴ Kwon, T.O.⁵ Lee, H.S.⁶ Kim, N.S.⁷ Park, S.D.⁸ Chung, H.T.⁹

6
- 77749334393
- For recent reviews on the synthesis of α-alkylidene γ-lactones, see
- For recent reviews on the synthesis of α-alkylidene γ-lactones, see: T.G. Elford, and D.G. Hall Synthesis 2010 893
- (2010) Synthesis , pp. 893
- Elford, T.G.¹ Hall, D.G.²

7
- 73249124562
- For a review on the renaissance of α-methylene-γ- butyrolactones, see
- For a review on the renaissance of α-methylene-γ- butyrolactones, see: R.R.A. Kitson, A. Millemaggi, and R.J.K. Taylor Angew. Chem., Int. Ed. 48 2009 9426
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 9426
- Kitson, R.R.A.¹ Millemaggi, A.² Taylor, R.J.K.³

8
- 0001329885
- M.D. Bachi, and E. Bosch J. Org. Chem. 57 1992 4696
- (1992) J. Org. Chem. , vol.57 , pp. 4696
- Bachi, M.D.¹ Bosch, E.²

9
- 0027383856
- K. Lee, J.A. Jackson, and D.F. Wiemer J. Org. Chem. 58 1993 5967
- (1993) J. Org. Chem. , vol.58 , pp. 5967
- Lee, K.¹ Jackson, J.A.² Wiemer, D.F.³

10
- 0016255504
- G.A. Howie, P.E. Manni, and J.M. Cassady J. Med. Chem. 17 1974 840
- (1974) J. Med. Chem. , vol.17 , pp. 840
- Howie, G.A.¹ Manni, P.E.² Cassady, J.M.³

11
- 37049084378
- E. Piers, and J.S.M. Wai J. Chem. Soc. Chem. Commun. 1988 1245
- (1988) J. Chem. Soc. Chem. Commun. , pp. 1245
- Piers, E.¹ Wai, J.S.M.²

12
- 2342465532
- A.W. Murray, and R.G. Reid Chem. Commun. 1984 132
- (1984) Chem. Commun. , pp. 132
- Murray, A.W.¹ Reid, R.G.²

13
- 34248371021
- J. Moise, S. Arseniyadis, and J. Cossy Org. Lett. 9 2007 1695
- (2007) Org. Lett. , vol.9 , pp. 1695
- Moise, J.¹ Arseniyadis, S.² Cossy, J.³

14
- 34248355182
- R. Raju, L.J. Allen, T. Le, C.D. Taylor, and A.R. Howell Org. Lett. 9 2007 1699
- (2007) Org. Lett. , vol.9 , pp. 1699
- Raju, R.¹ Allen, L.J.² Le, T.³ Taylor, C.D.⁴ Howell, A.R.⁵

15
- 0003551218
- P. Bauchat, E. Le Rouille, and A. Foucaud Bull. Chem. Soc. Fr. 1991 267
- (1991) Bull. Chem. Soc. Fr. , pp. 267
- Bauchat, P.¹ Le Rouille, E.² Foucaud, A.³

16
- 0028059909
- For additional procedures to prepare related lactones, see
- For additional procedures to prepare related lactones, see: F. Bellina, A. Carpita, M.D. Santis, and R. Rossi Tetrahedron Lett. 50 1994 12029
- (1994) Tetrahedron Lett. , vol.50 , pp. 12029
- Bellina, F.¹ Carpita, A.² Santis, M.D.³ Rossi, R.⁴

17
- 0033570040
- M. Bella, G. Pianctelli, and M.C. Pigro Tetrahedron 55 1999 12387
- (1999) Tetrahedron , vol.55 , pp. 12387
- Bella, M.¹ Pianctelli, G.² Pigro, M.C.³

18
- 0000360886
- G.L. Larson, and R.M.B. de Perez J. Org. Chem. 50 1985 5257
- (1985) J. Org. Chem. , vol.50 , pp. 5257
- Larson, G.L.¹ De Perez, R.M.B.²

19
- 0344035076
- K. Tanaka, N. Tamura, and A. Kaji Chem. Lett. 1980 595
- (1980) Chem. Lett. , pp. 595
- Tanaka, K.¹ Tamura, N.² Kaji, A.³

20
- 33846418752
- P.V. Ramachandran, A. Srivastava, and D. Hazra Org. Lett. 9 2007 157
- (2007) Org. Lett. , vol.9 , pp. 157
- Ramachandran, P.V.¹ Srivastava, A.² Hazra, D.³

21
- 27744566399
- P.V. Ramachandran, J.S. Chandra, B. Prabhudas, D. Pratihar, and M.V.R. Reddy Org. Biomol. Chem. 3 2005 3812
- (2005) Org. Biomol. Chem. , vol.3 , pp. 3812
- Ramachandran, P.V.¹ Chandra, J.S.² Prabhudas, B.³ Pratihar, D.⁴ Reddy, M.V.R.⁵

22
- 4644220374
- P.V. Ramachandran, B. Prabhudas, J.S. Chandra, and M.V.R. Reddy J. Org. Chem. 69 2004 6294
- (2004) J. Org. Chem. , vol.69 , pp. 6294
- Ramachandran, P.V.¹ Prabhudas, B.² Chandra, J.S.³ Reddy, M.V.R.⁴

23
- 1342332938
- P.V. Ramachandran, D. Pratihar, D. Biswas, A. Srivastava, and M.V.R. Reddy Org. Lett. 6 2004 481
- (2004) Org. Lett. , vol.6 , pp. 481
- Ramachandran, P.V.¹ Pratihar, D.² Biswas, D.³ Srivastava, A.⁴ Reddy, M.V.R.⁵

24
- 34250623275
- P.V. Ramachandran, and D. Pratihar Org. Lett. 9 2007 2087
- (2007) Org. Lett. , vol.9 , pp. 2087
- Ramachandran, P.V.¹ Pratihar, D.²

25
- 36348987819
- P.V. Ramachandran, G. Garner, and D. Pratihar Org. Lett. 9 2007 4753
- (2007) Org. Lett. , vol.9 , pp. 4753
- Ramachandran, P.V.¹ Garner, G.² Pratihar, D.³

26
- 77955706975
- P.V. Ramachandran, and A. Bhattacharyya Heterocycles 80 2010 863
- (2010) Heterocycles , vol.80 , pp. 863
- Ramachandran, P.V.¹ Bhattacharyya, A.²

27
- 0033533844
- P.V. Ramachandran, M.V.R. Reddy, and M.T. Rudd Chem. Commun. 1999 1979
- (1999) Chem. Commun. , pp. 1979
- Ramachandran, P.V.¹ Reddy, M.V.R.² Rudd, M.T.³

28
- 0345254963
- P.V. Ramachandran, M.T. Rudd, T.E. Burghardt, and M.V.R. Reddy J. Org. Chem. 68 2003 9310
- (2003) J. Org. Chem. , vol.68 , pp. 9310
- Ramachandran, P.V.¹ Rudd, M.T.² Burghardt, T.E.³ Reddy, M.V.R.⁴

29
- 85077742361
- Y. Sato, and S. Takeuchi Synthesis 1983 734
- (1983) Synthesis , pp. 734
- Sato, Y.¹ Takeuchi, S.²

30
- 0010722127
- J.P. Marino, and R.J. Linderman J. Org. Chem. 48 1983 4621
- (1983) J. Org. Chem. , vol.48 , pp. 4621
- Marino, J.P.¹ Linderman, R.J.²

31
- 33845298322
- T.E. Reynolds, A.R. Bharadwaj, and K.A. Scheidt J. Am. Chem. Soc. 126 2006 15382
- (2006) J. Am. Chem. Soc. , vol.126 , pp. 15382
- Reynolds, T.E.¹ Bharadwaj, A.R.² Scheidt, K.A.³

32
- 0033582757
- For an example of similar conjugate addition-elimination to α, β-unsaturated carbonyl with a hydride nucelophile, see
- For an example of similar conjugate addition-elimination to α, β-unsaturated carbonyl with a hydride nucelophile, see: D. Basavaiah, M. Krishnamacharyulu, R.S. Hyma, P.K.S. Sarma, and N. Kumaragurubaran J. Org. Chem. 64 1999 1197
- (1999) J. Org. Chem. , vol.64 , pp. 1197
- Basavaiah, D.¹ Krishnamacharyulu, M.² Hyma, R.S.³ Sarma, P.K.S.⁴ Kumaragurubaran, N.⁵

33
- 44949142206
- J.D. White, C.M. Lincoln, J. Yang, W.H.C. Martin, and D.B. Chan J. Org. Chem. 73 2008 4139
- (2008) J. Org. Chem. , vol.73 , pp. 4139
- White, J.D.¹ Lincoln, C.M.² Yang, J.³ Martin, W.H.C.⁴ Chan, D.B.⁵

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.