메뉴 건너뛰기




Volumn 23, Issue 7, 2011, Pages 504-506

Exploration on asymmetric synthesis of flavanone catalyzed by (S)-pyrrolidinyl tetrazole

Author keywords

aromatic aldehydes; asymmetric catalysis; BF3 Et2O; flavanones; organocatalyst

Indexed keywords

4 (6 FLUORO 4 OXOCHROMAN 2 YL)BENZALDEHYDE; 5 FLUORO 2 HYDROXYACETOPHENONE; 6 FLUORO 2 (2,4 DICHLOROPHENYL)CHROMAN 4 ONE; 6 FLUORO 2 (4 NITROPHENYL)CHROMAN 4 ONE; 6 FLUORO 2 PHENYLCHROMAN 4 ONE; ACETOPHENONE DERIVATIVE; BENZALDEHYDE; FLAVANONE; METHYL 4 (6 FLUORO 4 OXOCHROMAN 2 YL)BENZOIC ACID; PYRROLIDINYLTETRAZOLE; TETRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79959977299     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20951     Document Type: Article
Times cited : (16)

References (21)
  • 2
    • 34247468812 scopus 로고    scopus 로고
    • Citrus flavonoids: Molecular structure, biological activity and nutritional properties: A review
    • DOI 10.1016/j.foodchem.2006.11.054, PII S0308814606009356
    • Tripoli E, La Guardia M, Giammanco S, Di Majo D, Giammanco M,. Citrus flavonoids: molecular structure, biological activity and nutritional properties: a review. Food Chem 2007; 104: 466-479. (Pubitemid 46661050)
    • (2007) Food Chemistry , vol.104 , Issue.2 , pp. 466-479
    • Tripoli, E.1    Guardia, M.L.2    Giammanco, S.3    Majo, D.D.4    Giammanco, M.5
  • 4
    • 77950571618 scopus 로고    scopus 로고
    • Naringenin and 17β-Estradiol coadministration prevents hormone-induced human cancer cell growth
    • Bulzomi P, Bolli A, Galluzzo P, Leone S, Acconcia F, Marino M,. Naringenin and 17β-Estradiol coadministration prevents hormone-induced human cancer cell growth. IUBMB Life 2010; 62: 51-60.
    • (2010) IUBMB Life , vol.62 , pp. 51-60
    • Bulzomi, P.1    Bolli, A.2    Galluzzo, P.3    Leone, S.4    Acconcia, F.5    Marino, M.6
  • 5
    • 3543020286 scopus 로고    scopus 로고
    • Total synthesis of flavocommelin, a component of the blue supramolecular pigment from Commelina communis, on the basis of direct 6-C-glycosylation of flavan
    • DOI 10.1021/jo0494681
    • Oyama K, Kondo T,. Total synthesis of flavocommelin, a component of the blue supramolecular pigment from Commelina communis, on the basis of direct 6-C-glycosylation of flavan. J Org Chem 2004; 69: 5240-5246. (Pubitemid 39014353)
    • (2004) Journal of Organic Chemistry , vol.69 , Issue.16 , pp. 5240-5246
    • Oyama, K.-I.1    Kondo, T.2
  • 6
    • 20444505551 scopus 로고    scopus 로고
    • Inter- and intramolecular Mitsunobu reaction based approaches to 2-substituted chromans and chroman-4-ones
    • DOI 10.1016/j.tet.2005.04.047, PII S0040402005007295
    • Hodgetts KJ,. Inter- and intramolecular Mitsunobu reaction based approaches to 2-substituted chromans and chroman-4-ones. Tetrahedron 2005; 61: 6860-6870. (Pubitemid 40813432)
    • (2005) Tetrahedron , vol.61 , Issue.28 , pp. 6860-6870
    • Hodgetts, K.J.1
  • 7
    • 18144423865 scopus 로고    scopus 로고
    • Design and synthesis of novel diphenacoum-derived, conformation- restricted vitamin K 2,3-epoxide reductase inhibitors
    • Chen DU, Kuo PY, Yang DY,. Design and synthesis of novel diphenacoum-derived, conformation-restricted vitamin K 2,3-epoxide reductase inhibitors. Bioorg Med Chem Lett 2005; 15: 2665-2668.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 2665-2668
    • Chen, D.U.1    Kuo, P.Y.2    Yang, D.Y.3
  • 8
    • 33749412998 scopus 로고    scopus 로고
    • Synthesis, biological evaluation and in silico metabolic and toxicity prediction of some flavanone derivatives
    • DOI 10.1248/cpb.54.1384
    • Moorthy NSHN, Singh RJ, Singh HP, Gupta SD,. Synthesis, biological evaluation and In Silico metabolic and toxicity prediction of some flavanone derivatives. Chem Pharm Bull 2006; 54: 1384-1390. (Pubitemid 44506568)
    • (2006) Chemical and Pharmaceutical Bulletin , vol.54 , Issue.10 , pp. 1384-1390
    • Moorthy, N.S.H.N.1    Singh, R.J.2    Singh, H.P.3    Gupta, S.D.4
  • 9
    • 54049143756 scopus 로고    scopus 로고
    • Eco-friendly polyethylene glycol promoted Michael addition reactions of α,β-unsaturated carbonyl compounds
    • Kumar D, Patel G, Mishra BG, Varma RS,. Eco-friendly polyethylene glycol promoted Michael addition reactions of α,β-unsaturated carbonyl compounds. Tetrahedron Lett 2008; 49: 6974-6976.
    • (2008) Tetrahedron Lett , vol.49 , pp. 6974-6976
    • Kumar, D.1    Patel, G.2    Mishra, B.G.3    Varma, R.S.4
  • 10
    • 24344450729 scopus 로고    scopus 로고
    • New synthesis of flavanones catalyzed by L-proline
    • DOI 10.1016/j.tetlet.2005.08.066, PII S0040403905017995
    • Chandrasekhar S, Vijeender K, Reddy KV,. New synthesis of flavanones catalyzed by L-proline. Tetrahedron Lett 2005; 46: 6991-6993. (Pubitemid 41253831)
    • (2005) Tetrahedron Letters , vol.46 , Issue.41 , pp. 6991-6993
    • Chandrasekhar, S.1    Vijeender, K.2    Venkatram Reddy, K.3
  • 11
    • 0035963006 scopus 로고    scopus 로고
    • Approaches to 2-substituted chroman-4-ones: Synthesis of (-)-pinostrobin
    • Kevin JH,. Approaches to 2-substituted chroman-4-ones: synthesis of (-)-pinostrobin. Tetrahedron Lett 2001; 42: 3763-3766.
    • (2001) Tetrahedron Lett , vol.42 , pp. 3763-3766
    • Kevin, J.H.1
  • 12
    • 0038738196 scopus 로고    scopus 로고
    • Asymmetric synthesis of 2-substituted chroman-4-ones using lipase-catalyzed kinetic resolutions
    • DOI 10.1016/S0957-4166(03)00277-5
    • Kawasaki M, Kakuda H, Goto M, Kawabataa S, Kometanic T,. Asymmetric synthesis of 2-substituted chroman-4-ones using lipase-catalyzed kinetic resolutions. Tetrahedron: Asymmetry 2003; 14: 1529-1534. (Pubitemid 36588852)
    • (2003) Tetrahedron Asymmetry , vol.14 , Issue.11 , pp. 1529-1534
    • Kawasaki, M.1    Kakuda, H.2    Goto, M.3    Kawabata, S.4    Kometani, T.5
  • 14
    • 7444247501 scopus 로고    scopus 로고
    • Enantioselective acylation of (±)-cis-flavan-4-ols catalyzed by lipase from Candida cylindracea (CCL) and the synthesis of enantiopure flavan-4-ones
    • DOI 10.1016/j.tetasy.2004.08.037, PII S0957416604007153
    • Ramadas S, Krupadanam GLD,. Enantioselective acylation of (±)-cis-flavan-4-ols catalyzed by lipase from Candida cylindracea (CCL) and the synthesis of enantiopure flavan-4-ones. Tetrahedron: Asymmetry 2004; 15: 3381-3391. (Pubitemid 39446780)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.21 , pp. 3381-3391
    • Ramadas, S.1    Krupadanam, G.L.D.2
  • 15
    • 0036690414 scopus 로고    scopus 로고
    • Lipase-catalyzed kinetic resolution of (±)-cis-flavan-4-ol and its acetate: Synthesis of chiral 3-hydroxyflavanones
    • Todoroki T, Saito A, Tanaka A,. Lipase-catalyzed kinetic resolution of (±)-cis-flavan-4-ol and its acetate: synthesis of chiral 3-hydroxyflavanones. Biosci Biotechnol Biochem 2002; 66: 1772-1774. (Pubitemid 39246844)
    • (2002) Bioscience, Biotechnology and Biochemistry , vol.66 , Issue.8 , pp. 1772-1774
    • Todoroki, T.1    Saito, A.2    Tanaka, A.3
  • 16
    • 37449026078 scopus 로고    scopus 로고
    • Asymmetric cyclization of 2'-hydroxychalcones to flavanones: Catalysis by chiral BrÃnsted acids and bases
    • Dittmer C, Raabe G, Hintermann L,. Asymmetric cyclization of 2'-hydroxychalcones to flavanones: catalysis by chiral BrÃnsted acids and bases. Eur J Org Chem 2007; 35: 5886-5898.
    • (2007) Eur J Org Chem , vol.35 , pp. 5886-5898
    • Dittmer, C.1    Raabe, G.2    Hintermann, L.3
  • 17
    • 34247167637 scopus 로고    scopus 로고
    • Catalytic enantioselective synthesis of flavanones and chromanones
    • DOI 10.1021/ja070394v
    • Biddle MM, Lin M, Scheidt KA,. Catalytic enantioselective synthesis of flavanones and chromanones. J Am Chem Soc 2007; 129: 3830-3831. (Pubitemid 46595497)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.13 , pp. 3830-3831
    • Biddle, M.M.1    Lin, M.2    Scheidt, K.A.3
  • 18
    • 55249112957 scopus 로고    scopus 로고
    • Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N'-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones
    • Wang L, Liu X, Dong Z, Fu X, Feng X,. Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N'-dioxide nickel(II) complex: highly enantioselective synthesis of flavanones. Angew Chem Int Ed Engl 2008; 47: 8670-8673.
    • (2008) Angew Chem Int Ed Engl , vol.47 , pp. 8670-8673
    • Wang, L.1    Liu, X.2    Dong, Z.3    Fu, X.4    Feng, X.5
  • 19
    • 72449209209 scopus 로고    scopus 로고
    • Asymmetric synthesis of fluorinated flavanone derivatives by an organocatalytic tandem intramolecular oxa-Michael addition/electrophilic fluorination reaction by using bifunctional cinchona alkaloids
    • Wang HF, Cui HF, Chai Z, Li P, Zheng CW, Yang YQ, Zhao G,. Asymmetric synthesis of fluorinated flavanone derivatives by an organocatalytic tandem intramolecular oxa-Michael addition/electrophilic fluorination reaction by using bifunctional cinchona alkaloids. Chem Eur J 2009; 15: 13299-13303.
    • (2009) Chem Eur J , vol.15 , pp. 13299-13303
    • Wang, H.F.1    Cui, H.F.2    Chai, Z.3    Li, P.4    Zheng, C.W.5    Yang, Y.Q.6    Zhao, G.7
  • 21
    • 84982070199 scopus 로고
    • Die absolute Konfiguration der optisch aktiven flavanone
    • Arakawa H, Nakazaki M,. Die absolute Konfiguration der optisch aktiven flavanone. Justus Liebigs Ann Chem 1960; 636: 111-117.
    • (1960) Justus Liebigs Ann Chem , vol.636 , pp. 111-117
    • Arakawa, H.1    Nakazaki, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.