|
OALib Journal期刊
ISSN: 2333-9721
费用：99美元
|
|
|
|
Stereoselectivesynthesisofvic-halohydrinsandanunusualKnoevenagelproductfromanorganocatalyzedaldolreaction:Anon-enaminemode
DOI: 10.1016/S1872-2067(14)60317-X, PP. 1093-1100
Keywords: Aldolreaction,Asymmetricsynthesis,Chloroacetone,Diastereoselectivity,Hydroxypropanoate,Knoevenagelreaction,Pyrrolidinederivative
Abstract:
？Stereoselectivesynthesisbyanaldolreactionbetweenchloroacetoneandaldehydewasstudiedusingasynthesizedchiralorganocatalystandtriethylamine.Thereactiongaveα-chloro-β-hydroxyketonesinexcellentyieldwithhighantiselectivityandenantioselectivity.ThechiralorganocatalystwasalsousedintheKnoevenagelreaction,whichgaveα-cyano-β-hydroxyketonesatalowtemperatureandtheusualKnoevenagelproductatahightemperature.Bothproductswereobtainedingoodtomoderateyieldwithgoodantiselectivityinthecaseofα-cyano-β-hydroxyketonederivatives.
| [1] | Sun Q, Shi L X, Ge Z M, Cheng T M, Li R T. Chin J Chem, 2005, 23: 745
|
| [2] | Yue C B, Mao A Q, Wei Y Y, Li M J. Catal Commun, 2008, 9: 1571
|
| [3] | Yadav J S, Reddy B V S, Basak A K, Visali B, Narsaiah A V, Nagaiah K. Eur J Org Chem, 2004: 546
|
| [4] | Narsaiah A V, Nagaiah K. Synth Commun, 2003, 33: 3825
|
| [5] | Wang S, Ren Z, Cao W, Tong W. Synth Commun, 2001, 31: 673
|
| [6] | Lai Y F, Zheng H, Chai S J, Zhang P F, Chen X Z. Green Chem, 2010, 12: 1917
|
| [7] | Thorat P B, Goswami S V, Magar R L, Patil B R, Bhusare S R. Eur J Org Chem, 2013, 2013: 5509
|
| [8] | Thorat P B, Goswami S V, Jadhav W N, Bhusare S R. Aust J Chem, 2013, 66: 661
|
| [9] | Thorat P B, Goswami S V, Magar R L, Bhusare S R. J Chem Sci, 2013, 125: 1109
|
| [10] | Thorat P B, Goswami S V, Bhusare S R. Tetrahedron: Asymmetry, 2013, 24: 1324
|
| [11] | Thorat P B, Goswami S V, Khade B C, Bhusare S R. Tetrahedron Lett, 2012, 53: 6083
|
| [12] | Lu C J, Luo Z H, Huang L, Li X S. Tetrahedron: Asymmetry, 2011, 22: 722
|
| [13] | Draper J A, Britton R. Org Lett, 2010, 12: 4034
|
| [14] | Yoshimitsu T, Nakatani R, Kobayashi A, Tanaka T. Org Lett, 2011, 13: 908
|
| [15] | Kang B, Britton R. Org Lett, 2007, 9: 5083
|
| [16] | Pajkert R, Kolomeitsev A A, Milewska M, R？schenthaler G V, Koroniak H. Tetrahedron Lett, 2008, 49: 6046
|
| [17] | Corey E J, Helal C J. Angew Chem Int Ed, 1998, 37: 1986
|
| [18] | Ohkuma T, Tsutsumi K, Utsumi N, Arai N, Noyori R, Murata K. Org Lett, 2007, 9: 255
|
| [19] | Knoevenagel E. Chem Ber, 1896, 29: 172
|
| [20] | Jones G. Org React, 1967, 15: 204
|
| [21] | Ramachary D B, Kishor M. J Org Chem, 2007, 72: 5056
|
| [22] | Ramachary D B, Ramakumar K, Narayana V V. J Org Chem, 2007, 72: 1458
|
| [23] | Kumar A, Maurya R A. Tetrahedron, 2007, 63: 1946
|
| [24] | Ramachary D B, Anebouselvy K, Chowdari N S, Barbas C F III. J Org Chem, 2004, 69: 5838
|
| [25] | List B, Lerner R A, Barbas C F III. J Am Chem Soc, 2000, 122: 2395
|
| [26] | Guillena G, Najera C, Ramon D J. Tetrahedron: Asymmetry, 2007, 18: 2249
|
| [27] | Seayad J, List B. Org Biomol Chem, 2005, 3: 719
|
| [28] | Dondoni A, Massi A. Angew Chem Int Ed, 2008, 47: 4638
|
| [29] | Ferreira F, Botuha C, Chemla F, Perez-Luna A. Chem Soc Rev, 2009, 38: 1162
|
| [30] | Morton D, Stockman R A. Tetrahedron, 2006, 62: 8869
|
| [31] | Robak M T, Herbage M A, Ellman J A. Chem Rev, 2010, 110: 3600
|
| [32] | Zhou P, Chen B C, Davis F A. Tetrahedron, 2004, 60: 8003
|
| [33] | Robak M T, Trincado M, Ellman J A. J Am Chem Soc, 2007, 129: 15110
|
| [34] | Thorat P B, Goswami S V, Khade B C, Bhusare S R. Tetrahedron: Asymmetry, 2012, 23: 1320
|
| [35] | Umehara A, Kanemitsu T, Nagata K, Itoh T. Synlett, 2012, 23: 453
|
| [36] | Liu Y, Liang J, Liu X H, Fan J C, Shang Z C. Chin Chem Lett, 2008, 19: 1043
|
Full-Text
|
|
Contact Us
service@oalib.com QQ:3279437679 
WhatsApp +8615387084133
|
|
