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Volumn 15, Issue 1, 2003, Pages 28-30

Practical asymmetric Mukaiyama-Michael reaction of benzalacetone derivatives catalyzed by allo-threonine-derived oxazaborolidinone

Author keywords

Catalytic asymmetric synthesis; Chiral Lewis acid; Ether; Michael reaction; Oxazaborolidinone

Indexed keywords

ACETAL DERIVATIVE; BENZYLIDENEACETONE; KETENE DERIVATIVE; OXAZABOROLIDINE DERIVATIVE; PROPOFOL; THREONINE; TOLUENESULFONIC ACID DERIVATIVE;

EID: 0037216462     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10161     Document Type: Article
Times cited : (13)

References (15)
  • 2
    • 0002436782 scopus 로고
    • A catalytic asymmetric Michael reaction of silyl enol ethers with α,β-unsaturated ketones
    • Kobayashi S, Suda S, Yamada M, Mukaiyama T. A catalytic asymmetric Michael reaction of silyl enol ethers with α,β-unsaturated ketones. Chem Lett 1994;97-100.
    • (1994) Chem Lett , pp. 97-100
    • Kobayashi, S.1    Suda, S.2    Yamada, M.3    Mukaiyama, T.4
  • 3
    • 0030566793 scopus 로고    scopus 로고
    • Enantioselective Mukaiyama-Michael reactions of 2-carbomethoxy cyclopentenone catalyzed by chiral bis(oxazoline)-Cu(II) complexes
    • Bernardi A, Colombo G, Scolastico C. Enantioselective Mukaiyama-Michael reactions of 2-carbomethoxy cyclopentenone catalyzed by chiral bis(oxazoline)-Cu(II) complexes. Tetrahedron Lett 1996;37:8921-8924.
    • (1996) Tetrahedron Lett , vol.37 , pp. 8921-8924
    • Bernardi, A.1    Colombo, G.2    Scolastico, C.3
  • 4
    • 0030768261 scopus 로고    scopus 로고
    • Enantioselective conjugate addition of silylketene acetals to 2- carboxycyclopentanones promoted by chiral Ti complexes
    • Bernardi A, Karamfilova K, Sanguinetti S, Scolastico C. Enantioselective conjugate addition of silylketene acetals to 2- carboxycyclopentanones promoted by chiral Ti complexes. Tetrahedron 1997;53:13009-13026.
    • (1997) Tetrahedron , vol.53 , pp. 13009-13026
    • Bernardi, A.1    Karamfilova, K.2    Sanguinetti, S.3    Scolastico, C.4
  • 5
    • 0030781212 scopus 로고    scopus 로고
    • A new methodology for the stereoselecfive synthesis of 4-substituted butenolides: Asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans to oxazolidinone enolates
    • Kitajima H, Ito K, Katsuki T. A new methodology for the stereoselecfive synthesis of 4-substituted butenolides: Asymmetric Michael addition reaction of 2-(trimethylsilyloxy)furans to oxazolidinone enolates. Tetrahedron 1997;53:17015-17028.
    • (1997) Tetrahedron , vol.53 , pp. 17015-17028
    • Kitajima, H.1    Ito, K.2    Katsuki, T.3
  • 6
    • 0032499189 scopus 로고    scopus 로고
    • A short-step synthesis of trans-whisky lactone by an asymmetric Michael reaction
    • Nishikori H, Ito K, Katsuki T. A short-step synthesis of trans-whisky lactone by an asymmetric Michael reaction. Tetrahedron: Asymmetry 1998;9:1165-1170.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1165-1170
    • Nishikori, H.1    Ito, K.2    Katsuki, T.3
  • 7
    • 0033541094 scopus 로고    scopus 로고
    • 2-symmetric Cu(II) complexes as chiral Lewis acids. Catalytic enantioselective Michael addition of silyl ketene acetals to alkylidene malonates
    • 2-symmetric Cu(II) complexes as chiral Lewis acids. Catalytic enantioselective Michael addition of silyl ketene acetals to alkylidene malonates. J Am Chem Soc 1999;121:1994-1995.
    • (1999) J Am Chem Soc , vol.121 , pp. 1994-1995
    • Evans, D.A.1    Rovis, T.2    Kozlowski, M.C.3    Tedrow, J.S.4
  • 8
    • 0034006954 scopus 로고    scopus 로고
    • Enantioselective synthesis of dihidropyrans. Catalysis of hetero Diels-Alder reactions by bis(oxazoline) copper(II) complexes
    • Evans DA, Johnston JS, Olhava EJ. Enantioselective synthesis of dihidropyrans. Catalysis of hetero Diels-Alder reactions by bis(oxazoline) copper(II) complexes. J Am Chem Soc 2000;122:1635-1649.
    • (2000) J Am Chem Soc , vol.122 , pp. 1635-1649
    • Evans, D.A.1    Johnston, J.S.2    Olhava, E.J.3
  • 9
    • 0034721430 scopus 로고    scopus 로고
    • 2-symmetric bis(oxazoline) copper(II) complexes in the synthesis of chiral, differentiated glutarate esters
    • 2-symmetric bis(oxazoline) copper(II) complexes in the synthesis of chiral, differentiated glutarate esters. J Am Chem Soc 2000;122:9134-9142.
    • (2000) J Am Chem Soc , vol.122 , pp. 9134-9142
    • Evans, D.A.1    Rovis, T.2    Kozlowski, M.C.3    Downey, C.W.4    Tedrow, J.S.5
  • 10
    • 0034817259 scopus 로고    scopus 로고
    • Enantioselective and diastereoselective Mukaiyama Michael reactions catalyzed by bis (oxazoline) copper(II) complexes
    • Evans DA, Scheidt KA, Johnston JN, Willis MC. Enantioselective and diastereoselective Mukaiyama Michael reactions catalyzed by bis (oxazoline) copper(II) complexes. J Am Chem Soc 2001;123:4480-4491.
    • (2001) J Am Chem Soc , vol.123 , pp. 4480-4491
    • Evans, D.A.1    Scheidt, K.A.2    Johnston, J.N.3    Willis, M.C.4
  • 11
    • 0001603678 scopus 로고    scopus 로고
    • Asymmetric Mukaiyama-Michael addition of acyclic enones catalyzed by allothreonine-derived B-aryloxazaborolidinones
    • Harada T, Iwai H, Takatsuki H, Fujita K, Kubo M, Oku A. Asymmetric Mukaiyama-Michael addition of acyclic enones catalyzed by allothreonine-derived B-aryloxazaborolidinones. Org Lett 2001;3:2101-2103.
    • (2001) Org Lett , vol.3 , pp. 2101-2103
    • Harada, T.1    Iwai, H.2    Takatsuki, H.3    Fujita, K.4    Kubo, M.5    Oku, A.6
  • 12
    • 0028308010 scopus 로고
    • Metal versus triflate catalysis in the Mukaiyama aldol addition reaction
    • Carreira EM, Singer RA. Metal versus triflate catalysis in the Mukaiyama aldol addition reaction. Tetrahedron Lett 1994;35:4323-4326.
    • (1994) Tetrahedron Lett , vol.35 , pp. 4323-4326
    • Carreira, E.M.1    Singer, R.A.2
  • 13
    • 1542520958 scopus 로고
    • Homogeneous catalysis. Mechanism of the catalytic Mukaiyama aldol and Sakurai allylation reactions
    • Hollis TK, Bosnich B. Homogeneous catalysis. Mechanism of the catalytic Mukaiyama aldol and Sakurai allylation reactions. J Am Chem Soc 1995;117:4570-4581.
    • (1995) J Am Chem Soc , vol.117 , pp. 4570-4581
    • Hollis, T.K.1    Bosnich, B.2
  • 14
    • 0036277486 scopus 로고    scopus 로고
    • Asymmetric desymmetrization of 2-substituted 1,3-propanediols by using oxazaborolidinone-mediated enantioselective ring-cleavage of prochiral acetal derivatives
    • Harada T, Imai K, Oku A. Asymmetric desymmetrization of 2-substituted 1,3-propanediols by using oxazaborolidinone-mediated enantioselective ring-cleavage of prochiral acetal derivatives. Synlett 2002: 972-974.
    • (2002) Synlett , pp. 972-974
    • Harada, T.1    Imai, K.2    Oku, A.3
  • 15
    • 0000376088 scopus 로고
    • Catalytic enantioselective aldol additions with methyl and ethyl acetate O-silyl enolates: A chiral tridentate chelate as a ligand for titanium(IV)
    • Carreira EM, Singer RA, Lee W. Catalytic enantioselective aldol additions with methyl and ethyl acetate O-silyl enolates: A chiral tridentate chelate as a ligand for titanium(IV). J Am Chem Soc 1994;116:8837-8838.
    • (1994) J Am Chem Soc , vol.116 , pp. 8837-8838
    • Carreira, E.M.1    Singer, R.A.2    Lee, W.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.