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Volumn 14, Issue 4, 1998, Pages 311-318

Asymmetric imine-ene reactions: Diastereofacial selective reactions with chiral glyoxylate-derived α-imino esters and asymmetric catalysis of enantiofacial selective reactions with prochiral α-imino esters

Author keywords

Amino acids; Binaphthol titanium complex; Diastereofacial selectivity; Enantiofacial selectivity; Ene reaction

Indexed keywords

ESTER DERIVATIVE; TITANIUM DERIVATIVE;

EID: 0031875111     PISSN: 09394451     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF01318850     Document Type: Article
Times cited : (16)

References (31)
  • 1
    • 37049111895 scopus 로고
    • Ene reaction of the active imino group. A novel synthesis of α-amino acids
    • Achmatowicz O, Pietraszkiewicz M (1981) Ene reaction of the active imino group. A novel synthesis of α-amino acids. J Chem Soc Perkin I: 2680-2683
    • (1981) J Chem Soc Perkin , vol.1 , pp. 2680-2683
    • Achmatowicz, O.1    Pietraszkiewicz, M.2
  • 4
    • 0025972740 scopus 로고
    • Diastereoselective allylation of chiral imines. Novel application of allylcopper reagents to the enantioselective synthesis of homoallyl amines
    • Bocoum A, Boga C, Savoia D, Umani-Ronchi A (1991) Diastereoselective allylation of chiral imines. Novel application of allylcopper reagents to the enantioselective synthesis of homoallyl amines. Tetrahedron Lett 32: 1367-1370
    • (1991) Tetrahedron Lett , vol.32 , pp. 1367-1370
    • Bocoum, A.1    Boga, C.2    Savoia, D.3    Umani-Ronchi, A.4
  • 5
    • 84987122427 scopus 로고
    • The use of N-nonafluorobutanesulfonyl imines as enophiles: A new synthesis of allylglycine derivatives
    • Braxmeier H, Kresze G (1985) The use of N-nonafluorobutanesulfonyl imines as enophiles: a new synthesis of allylglycine derivatives. Synthesis: 683-684
    • (1985) Synthesis , pp. 683-684
    • Braxmeier, H.1    Kresze, G.2
  • 6
    • 0016850334 scopus 로고
    • Preparation of an optically active prostaglandin intermediats via asymmetric induction
    • Corey EJ, Ensley HE (1975) Preparation of an optically active prostaglandin intermediats via asymmetric induction. J Am Chem Soc 97: 6908-6909
    • (1975) J Am Chem Soc , vol.97 , pp. 6908-6909
    • Corey, E.J.1    Ensley, H.E.2
  • 7
    • 84985520826 scopus 로고
    • Trifluoromethanesulfonates of α-hydroxycarboxylates-educts for the racemization. - Free synthesis of N-substituted α-amino acids
    • Effenberger F, Burkard U, Willfahrt J (1983) Trifluoromethanesulfonates of α-hydroxycarboxylates-educts for the racemization. - Free synthesis of N-substituted α-amino acids. Angew Chem Int Ed Engl 22: 65-66
    • (1983) Angew Chem Int Ed Engl , vol.22 , pp. 65-66
    • Effenberger, F.1    Burkard, U.2    Willfahrt, J.3
  • 9
    • 0013447334 scopus 로고
    • Ene reaction of allenyl sulfides with aldehydes and Schiff's bases catalyzed by Lewis acids
    • Hayashi Y, Shibata T, Narasaka K (1990) Ene reaction of allenyl sulfides with aldehydes and Schiff's bases catalyzed by Lewis acids. Chem Lett: 1693-1696
    • (1990) Chem Lett , pp. 1693-1696
    • Hayashi, Y.1    Shibata, T.2    Narasaka, K.3
  • 10
    • 85023839677 scopus 로고
    • A convenient synthesis of methyl (p-toluenesulphonylimino)acetate. Addition reactions with dienes
    • Hamley P, Homes AB, Kee A, Ladduwahetty T, Smith LD (1991) A convenient synthesis of methyl (p-toluenesulphonylimino)acetate. Addition reactions with dienes. Synlett: 29-30
    • (1991) Synlett , pp. 29-30
    • Hamley, P.1    Homes, A.B.2    Kee, A.3    Ladduwahetty, T.4    Smith, L.D.5
  • 11
    • 0009972711 scopus 로고
    • The intramolecular ene reaction of carbon-nitrogen double bonds
    • Koch K, Lin J-M, Fowler FW (1983) The intramolecular ene reaction of carbon-nitrogen double bonds. Tetrahedron Lett 24: 1581-1582
    • (1983) Tetrahedron Lett , vol.24 , pp. 1581-1582
    • Koch, K.1    Lin, J.-M.2    Fowler, F.W.3
  • 12
    • 0001357760 scopus 로고
    • An investigation of the intramolecular ene reaction of N-acyl imines
    • Koch K, Lin J-M, Fowler FW (1986) An investigation of the intramolecular ene reaction of N-acyl imines. J Org Chem 51: 167-174
    • (1986) J Org Chem , vol.51 , pp. 167-174
    • Koch, K.1    Lin, J.-M.2    Fowler, F.W.3
  • 14
    • 6744264109 scopus 로고
    • Asymmetric ene reaction in organic synthesis
    • Mikami K, Shimizu M (1992) Asymmetric ene reaction in organic synthesis. Chem Rev 92: 1021-1050
    • (1992) Chem Rev , vol.92 , pp. 1021-1050
    • Mikami, K.1    Shimizu, M.2
  • 15
    • 0027218158 scopus 로고
    • Asymmetric imine-ene reactions with chiral glyoxylate-derived α-imino esters: An efficient route to asymmetric synthesis of α-amino acids
    • Mikami K, Kaneko M, Yajima T (1993) Asymmetric imine-ene reactions with chiral glyoxylate-derived α-imino esters: an efficient route to asymmetric synthesis of α-amino acids. Tetrahedron Lett 34: 4841-4842
    • (1993) Tetrahedron Lett , vol.34 , pp. 4841-4842
    • Mikami, K.1    Kaneko, M.2    Yajima, T.3
  • 16
    • 0042685423 scopus 로고
    • A new vinylsilane substitution of α-hydroxy β,γ-unsaturated esters
    • Mikami K, Wakabayashi H, Nakai T (1991) A new vinylsilane substitution of α-hydroxy β,γ-unsaturated esters. J Org Chem 56: 4337-4339
    • (1991) J Org Chem , vol.56 , pp. 4337-4339
    • Mikami, K.1    Wakabayashi, H.2    Nakai, T.3
  • 19
    • 84918162957 scopus 로고
    • Hruby VJ, Rich DH (eds) Pierce Chemical Co., Rockford, III
    • Spatola AF (1983) Peptides: structure and function. In: Hruby VJ, Rich DH (eds) Pierce Chemical Co., Rockford, III, p 341 (Chemistry and biochemistry of amino acids, peptides and proteins, vol 7. In: Weinstein B (ed) Marcel Dekker, New York, p 267)
    • (1983) Peptides: Structure and Function , pp. 341
    • Spatola, A.F.1
  • 21
    • 84988129057 scopus 로고
    • Optimization of parameters for semiempirical methods I. Method
    • Stewart JJP (1989) Optimization of parameters for semiempirical methods I. Method Comput Chem 10: 209-220 (Optimization of parameters for semiempirical methods II. Applications. Comput Chem 10: 221-264)
    • (1989) Comput Chem , vol.10 , pp. 209-220
    • Stewart, J.J.P.1
  • 22
    • 84988073214 scopus 로고    scopus 로고
    • Optimization of parameters for semiempirical methods II. Applications
    • Stewart JJP (1989) Optimization of parameters for semiempirical methods I. Method Comput Chem 10: 209-220 (Optimization of parameters for semiempirical methods II. Applications. Comput Chem 10: 221-264)
    • Comput Chem , vol.10 , pp. 221-264
  • 24
    • 0001388951 scopus 로고
    • Stereochemical studies of thermal intermolecular N-sulfonylimine ene reactions
    • Tschaen DM , Turos E, Weinreb SM (1984) Stereochemical studies of thermal intermolecular N-sulfonylimine ene reactions. J Org Chem 49: 5058-5064
    • (1984) J Org Chem , vol.49 , pp. 5058-5064
    • Tschaen, D.M.1    Turos, E.2    Weinreb, S.M.3
  • 25
    • 0000841502 scopus 로고
    • Stereochemistry of the glyoxlate N-sulfonylimine ene reaction
    • Tschaen DM, Steven M, Weinreb SM (1982) Stereochemistry of the glyoxlate N-sulfonylimine ene reaction. Tetrahedron Lett 23: 3015-3015
    • (1982) Tetrahedron Lett , vol.23 , pp. 3015-3015
    • Tschaen, D.M.1    Steven, M.2    Weinreb, S.M.3
  • 26
    • 0348183819 scopus 로고
    • New naturally occurring amino acids
    • Wagner I, Musso H (1983) New naturally occurring amino acids. Angew Chem Int Ed Engl 22: 816-828
    • (1983) Angew Chem Int Ed Engl , vol.22 , pp. 816-828
    • Wagner, I.1    Musso, H.2
  • 27
    • 0000149447 scopus 로고
    • Cyclohexyl-based chiral auxiliaries
    • Whitesell JK (1992) Cyclohexyl-based chiral auxiliaries. Chem Rev 92: 953-964
    • (1992) Chem Rev , vol.92 , pp. 953-964
    • Whitesell, J.K.1
  • 30
    • 0000945611 scopus 로고
    • Very high 1,2- and 1,3-asymmetric induction in the reactions of allylic boron compounds with chiral imines
    • Yamamoto Y, Nishii S, Maruyama K, Komatsu T, Ito W (1986) Very high 1,2- and 1,3-asymmetric induction in the reactions of allylic boron compounds with chiral imines. J Am Chem Soc 108: 7778-7786
    • (1986) J Am Chem Soc , vol.108 , pp. 7778-7786
    • Yamamoto, Y.1    Nishii, S.2    Maruyama, K.3    Komatsu, T.4    Ito, W.5
  • 31
    • 0000784360 scopus 로고
    • Studies on the reaction of α-imino esters with organometallic compounds
    • Yamamoto Y, Ito W (1988) Studies on the reaction of α-imino esters with organometallic compounds. Tetrahedron 44: 5415-5424
    • (1988) Tetrahedron , vol.44 , pp. 5415-5424
    • Yamamoto, Y.1    Ito, W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.