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Volumn 20, Issue 7-8, 2001, Pages 519-535

Highly diastereoselective Diels-Alder reactions of acrylic esters incorporated into a variety of hexopyranosides

Author keywords

[No Author keywords available]

Indexed keywords

BETULACEAE;

EID: 0035527791     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1081/CAR-100108271     Document Type: Article
Times cited : (13)

References (17)
  • 3
    • 0025768151 scopus 로고
    • Asymmetric synthesis of α-amino acids from carbohydrates as chiral templates
    • Cintas, P. Asymmetric Synthesis of α-Amino Acids from Carbohydrates as Chiral Templates. Tetrahedron 1991,47, 6079-6111.
    • (1991) Tetrahedron , vol.47 , pp. 6079-6111
    • Cintas, P.1
  • 4
    • 33748831238 scopus 로고
    • Carbohydrates as chiral auxiliaries in stereoselective synthesis
    • Kunz, H.; Rück, K. Carbohydrates as Chiral Auxiliaries in Stereoselective Synthesis. Angew. Chem., Int. Ed. Engl. 1993, 32, 336-358.
    • (1993) Angew. Chem., Int. Ed. Engl. , vol.32 , pp. 336-358
    • Kunz, H.1    Rück, K.2
  • 5
    • 84865102132 scopus 로고
    • Stereoselective synthesis using carbohydrates as chiral auxiliaries
    • Kunz, H. Stereoselective Synthesis Using Carbohydrates as Chiral Auxiliaries. Pure Appl. Chem. 1995, 67, 1627-1635.
    • (1995) Pure Appl. Chem. , vol.67 , pp. 1627-1635
    • Kunz, H.1
  • 6
    • 0030772585 scopus 로고    scopus 로고
    • Synthetic studies with carbohydrate-derived chiral auxiliaries
    • Hultin, P. G.; Earle, M. A.; Sudharshan, M. Synthetic Studies with Carbohydrate-Derived Chiral Auxiliaries. Tetrahedron 1997, 53, 14823-14870.
    • (1997) Tetrahedron , vol.53 , pp. 14823-14870
    • Hultin, P.G.1    Earle, M.A.2    Sudharshan, M.3
  • 7
    • 0000540971 scopus 로고    scopus 로고
    • Highly stereoselective 1,4-conjugate addition of organocopper reagents to methyl α-D-glucopyranoside derivatives tethering an unsaturated ester moiety at C-4 or C-6
    • Totani, K.; Nagatsuka, T.; Takao, K.; Ohba, S.; Tadano, K. Highly Stereoselective 1,4-Conjugate Addition of Organocopper Reagents to Methyl α-D-Glucopyranoside Derivatives Tethering an Unsaturated Ester Moiety at C-4 or C-6. Org. Lett. 1999, 1, 1447-1450.
    • (1999) Org. Lett. , vol.1 , pp. 1447-1450
    • Totani, K.1    Nagatsuka, T.2    Takao, K.3    Ohba, S.4    Tadano, K.5
  • 8
    • 0033931575 scopus 로고    scopus 로고
    • Highly stereoselective Lewis acid mediated conjugate radical additions to methyl α-D-glucopyranoside derivatives tethering an unsaturated ester moiety at C-4
    • Munakata, R.; Totani, K.; Takao, K.; Tadano, K. Highly Stereoselective Lewis Acid Mediated Conjugate Radical Additions to Methyl α-D-Glucopyranoside Derivatives Tethering an Unsaturated Ester Moiety at C-4. Synlett 2000, 979-982.
    • (2000) Synlett , pp. 979-982
    • Munakata, R.1    Totani, K.2    Takao, K.3    Tadano, K.4
  • 9
    • 0034725909 scopus 로고    scopus 로고
    • Highly diastereoselective Diels-Alder reactions using a fructose diacetonide chiral scaffold
    • For a recent report of the Diels-Alder reaction on carbohydrate template, see: Enholm, E. J.; Jiang, S. Highly Diastereoselective Diels-Alder Reactions Using a Fructose Diacetonide Chiral Scaffold. J. Org. Chem. 2000, 65, 4756-4758.
    • (2000) J. Org. Chem. , vol.65 , pp. 4756-4758
    • Enholm, E.J.1    Jiang, S.2
  • 10
    • 0035075035 scopus 로고    scopus 로고
    • Highly stereoselective Diels-Alder reactions achieved on some hexopyranosidic templates
    • Part of the present work has been reported preliminarily, see: Nagatsuka, T.; Yamaguchi, S.; Totani, K.; Takao, K.; Tadano, K. Highly Stereoselective Diels-Alder Reactions Achieved on Some Hexopyranosidic Templates. Synlett 2001, 481-484.
    • (2001) Synlett , pp. 481-484
    • Nagatsuka, T.1    Yamaguchi, S.2    Totani, K.3    Takao, K.4    Tadano, K.5
  • 11
    • 0003162119 scopus 로고
    • Improved synthesis of substituted 2,6-dioxabicyclo [3.1.1]heptane: 1,3-anhydro-2,4,6-tri-O-benzyl-and 1,3-anhydro-2,4,6-tri-O-bromobenyl-β-D-mannopyranose
    • Kong, F.; Schuerch, C. Improved Synthesis of Substituted 2,6-Dioxabicyclo [3.1.1]heptane: 1,3-Anhydro-2,4,6-tri-O-benzyl-and 1,3-Anhydro-2,4,6-tri-O-bromobenyl-β-D-mannopyranose. Carbohydr. Res. 1983, 121, 141-147.
    • (1983) Carbohydr. Res. , vol.121 , pp. 141-147
    • Kong, F.1    Schuerch, C.2
  • 12
    • 0027111693 scopus 로고
    • Synthesis, crystalline structure, conformational analysis, and azidolysis of methyl 2,3-anhydro-α-D-manno-and allopyranoside p-bromobenzyl ethers
    • Wu, X.; Kong, F.; Lu, D.; Li, G. Synthesis, Crystalline Structure, Conformational Analysis, and Azidolysis of Methyl 2,3-Anhydro-α-D-manno-and Allopyranoside p-Bromobenzyl Ethers. Carbohydr. Res. 1992, 235, 163-178.
    • (1992) Carbohydr. Res. , vol.235 , pp. 163-178
    • Wu, X.1    Kong, F.2    Lu, D.3    Li, G.4
  • 13
    • 33947480400 scopus 로고
    • The absolute configurations of some simple norbornane derivatives. A test of the "conformational asymmetry" model
    • Berson, J. A.; Walia, J. S.; Remanick, A.; Suzuki, S.; Reynolds-Warnhoff, P.; Willner, D. The Absolute Configurations of Some Simple Norbornane Derivatives. A Test of the "Conformational Asymmetry" Model. J. Am. Chem. Soc. 1961, 83, 3986-3997.
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 3986-3997
    • Berson, J.A.1    Walia, J.S.2    Remanick, A.3    Suzuki, S.4    Reynolds-Warnhoff, P.5    Willner, D.6
  • 14
    • 0023310176 scopus 로고
    • Diastereoselective Diels-Alder reaction on carbohydrate matrices
    • Kunz, H.; Müller, B.; Schanzenbach, D. Diastereoselective Diels-Alder Reaction on Carbohydrate Matrices. Angew. Chem., Int. Ed. Engl. 1987, 26, 267-269.
    • (1987) Angew. Chem., Int. Ed. Engl. , vol.26 , pp. 267-269
    • Kunz, H.1    Müller, B.2    Schanzenbach, D.3
  • 15
    • 0016850334 scopus 로고
    • Preparation of an optically active prostaglandin intermediate via asymmetric induction
    • Corey, E. J.; Ensley, H. E. Preparation of an Optically Active Prostaglandin Intermediate via Asymmetric Induction. J. Am. Chem. Soc. 1975, 97, 6908-6909.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 6908-6909
    • Corey, E.J.1    Ensley, H.E.2
  • 16
    • 0021526965 scopus 로고
    • Asymmetric Diels-Alder and Ene reactions in organic synthesis
    • Oppolzer, W. Asymmetric Diels-Alder and Ene Reactions in Organic Synthesis. Angew. Chem., Int. Ed. Engl. 1984, 23, 876-889.
    • (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 876-889
    • Oppolzer, W.1
  • 17
    • 33845283322 scopus 로고
    • Theoretical studies of conformations of acrolein, acrylic acid, methyl acrylate, and their Lewis acid complexes
    • Loncharich, R. J.; Schwartz, T. R.; Houk, K. N. Theoretical Studies of Conformations of Acrolein, Acrylic Acid, Methyl Acrylate, and Their Lewis Acid Complexes. J. Am. Chem. Soc. 1987, 109, 14-23.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 14-23
    • Loncharich, R.J.1    Schwartz, T.R.2    Houk, K.N.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.