Effect of additives on L-proline catalyzed direct asymmetric aldol reactions

Cuihua Xuebao/Chinese Journal of Catalysis

Volumn 33, Issue 7, 2012, Pages 1133-1138

  Luo, Jianqing ^a   Tan, Rong ^a   Kong, Yu ^a   Li, Chengyong ^a   Yin, Donghong ^a,b  

^a HUNAN NORMAL UNIVERSITY   (China)

^b China Tobacco Hunan Industrial Corporation   (China)

Author keywords

Acetone; Aromatic aldehyde; Catechol; Direct asymmetric aldol reaction; Hydrogen bond interaction; L proline

Indexed keywords

ACETONE; ADDITIVES; ALDEHYDES; AROMATIC COMPOUNDS; AROMATIZATION; CATALYSIS; CHEMICAL REACTIONS; CONDENSATION REACTIONS; KETONES; PHENOLS; HYDROGEN BONDS; ORGANIC COMPOUNDS; OXYGEN;

AROMATIC ALDEHYDE; ASYMMETRIC ALDOL REACTIONS; CATECHOL; HYDROGEN BOND INTERACTION; L-PROLINE;

HYDROGEN BONDS; AMINO ACIDS;

EID: 84865616021     PISSN: 02539837     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1872-2067(11)60394-X     Document Type: Article

References (30)

1. Trost B M, Ito H. J Am Chem Soc, 2000, 122: 12003
2. Yamada Y M A, Yoshikawa N, Sasai H, Shibasaki M. Angew Chem, Int Ed, 1997, 36: 1871
3. List B, Lerner R A, Barbas C F III. J Am Chem Soc, 2000, 122: 2395
4. Notz W, List B. J Am Chem Soc, 2000, 122: 7386
5. Schmid M B, Zeitler K, Gschwind R M. Angew Chem, Int Ed, 2010, 49: 4997
6. Zhu X, Tanaka F, Lerner R A, Barbas III C F, Wilson I A. J Am Chem Soc, 2009, 131: 18206
7. Chimni S S, Mahajan D. Tetrahedron, 2005, 61: 5019
8. Hayashi Y, Sumiya T, Takahashi J, Gotoh H, Urushima T, Shoji M. Angew Chem, Int Ed, 2006, 45: 958
9. Loh T P, Feng L C, Yang H Y, Yang J Y. Tetrahedron Lett, 2002, 43: 8741
10. Mukherjee S, Yang J W, Hoffmann S, List B. Chem Rev, 2007, 107: 5471
11. Wang B, Chen G H, Liu L Y, Chang W X, Li J. Adv Synth Catal, 2009, 351: 2441
12. Hayashi Y, Aratake S, Okano T, Takahashi J, Sumiya T, Shoji M. Angew Chem, Int Ed, 2006, 45: 5527
13. Tang Z, Jiang F, Yu L T, Cui X, Gong L Z, Mi A Q, Jiang Y Z, Wu Y D. J Am Chem Soc, 2003, 125: 5262
14. Tang Z, Yang Z H, Chen X H, Cun L F, Mi A Q, Jiang Y Z, Gong L Z. J Am Chem Soc, 2005, 127: 9285
15. Zhong L, Xiao J L, Li C. Chin J Catal, 2007, 28: 673
16. Liu Y X, Yang L, Ma Zh W, Wang Ch Ch, Tao J Ch. Chin J Catal, 2011, 32: 1295
17. Kano T, Takai J, Tokuda O, Maruoka K. Angew Chem, Int Ed, 2005, 44: 3055
18. Kano T, Tokuda O, Maruoka K. Tetrahedron Lett, 2006, 47: 7423
19. Wu X, He C, Wu X, Qu S, Duan C. Chem Commun, 2011, 47: 8415
20. Zotova N, Franzke A, Armstrong A, Blackmond D G. J Am Chem Soc, 2007, 129: 15100
21. Mase N, Tanaka F, Barbas C F III. Org Lett, 2003, 5: 4369
22. Tori H, Nakadai M, Ishihara K, Saito S, Yamamoto H. Angew Chem, Int Ed, 2004, 43: 1983
23. Orito Y, Hashimoto S, Ishizuka T, Nakajima M. Tetrahedron, 2006, 62: 390
24. Gruttadauria M, Giacalone F, Noto R. Adv Synth Catal, 2009, 351: 33
25. Zhou Y, Shan Z. J Org Chem, 2006, 71: 9510
26. Ji C, Peng Y, Huang C, Wang N, Luo Z, Jiang Y. J Mol Catal A, 2006, 246: 136
27. Parr R G, Yang W. Density Functional Theory of Atoms and Molecules. New York: Oxford University Press, 1994
28. Becke A D. J Chem Phys, 1993, 98: 5648
29. Lee C, Yang W, Parr R G. Phys Rev B, 1988, 37: 785.
30. Zhu H, Clemente F R, Houk K N, Meyer M P. J Am Chem Soc, 2009, 131: 1632