메뉴 건너뛰기




Volumn 39, Issue 4, 2009, Pages 676-690

Green procedure for the synthesis of β-nitro sulfides by Michael addition of thiols to nitroolefins

Author keywords

nitro sulfide; Nitroolefin; Thia Michael addition; Thiol

Indexed keywords

ALKENE DERIVATIVE; SULFIDE; THIOL DERIVATIVE; WATER;

EID: 61849111145     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910802431065     Document Type: Article
Times cited : (17)

References (23)
  • 1
  • 6
    • 0026466673 scopus 로고
    • 5,6-Dihydropyrimidine adducts in the reactions and interactions of pyrimidines with proteins
    • (c) Ivanetich, K. M.; Santi, D. V. 5,6-Dihydropyrimidine adducts in the reactions and interactions of pyrimidines with proteins.Prog. Nucleic Acid Res. Mol. Biol. 1992, 42, 127-156;
    • (1992) Prog. Nucleic Acid Res. Mol. Biol , vol.42 , pp. 127-156
    • Ivanetich, K.M.1    Santi, D.V.2
  • 7
    • 0344915418 scopus 로고
    • Identification of a common chemical signal regulating the induction of enzymes that protect against chemical carcinogenesis
    • (d) Talalay, P.; DeLong, M. J.; Prochaska, H. J. Identification of a common chemical signal regulating the induction of enzymes that protect against chemical carcinogenesis.Proc. Natl. Acad. Sci. USA 1988, 85, 8261-8265.
    • (1988) Proc. Natl. Acad. Sci. USA , vol.85 , pp. 8261-8265
    • Talalay, P.1    DeLong, M.J.2    Prochaska, H.J.3
  • 8
    • 0003682581 scopus 로고
    • E. L. Eliel, S. H. Wilen, N. L. Allinger Eds, Wiley: New York
    • (a) Wynberg, H. In Topics in Stereochemistry, E. L. Eliel, S. H. Wilen, N. L. Allinger (Eds.); Wiley: New York, 1986; vol. 16;
    • (1986) Topics in Stereochemistry , vol.16
    • Wynberg, H.1
  • 9
    • 0032577033 scopus 로고    scopus 로고
    • A catalytic Michael addition of thiols to α, β-unsaturated carbonyl compounds: Asymmetric Michael additions and asymmetric protonations
    • and references cited therein
    • (b) Emori, E.; Arai, T.; Sasai, H.; Shibasaki, M. A catalytic Michael addition of thiols to α, β-unsaturated carbonyl compounds: Asymmetric Michael additions and asymmetric protonations. J. Am. Chem. Soc. 1998, 120, 4043-4044, and references cited therein.
    • (1998) J. Am. Chem. Soc , vol.120 , pp. 4043-4044
    • Emori, E.1    Arai, T.2    Sasai, H.3    Shibasaki, M.4
  • 10
    • 84985606357 scopus 로고
    • Asymmetric michael additions: Stereoselective alkylation of chiral, non-racemic enolates by nitroolefins: Preparation of enantiomerically pure γ-aminobutyric and succinic acid derivatives
    • Calderari, G.; Seebach, D. Asymmetric michael additions: Stereoselective alkylation of chiral, non-racemic enolates by nitroolefins: Preparation of enantiomerically pure γ-aminobutyric and succinic acid derivatives. Helv. Chim. Acta 1985, 68, 1592-1604.
    • (1985) Helv. Chim. Acta , vol.68 , pp. 1592-1604
    • Calderari, G.1    Seebach, D.2
  • 11
    • 0002831079 scopus 로고
    • Nitroaliphatic compounds-Ideal intermediates in organic synthesis
    • (a) Seebach, D.; Colvin, E. W.; Lehr, F.; Weller, T. Nitroaliphatic compounds-Ideal intermediates in organic synthesis. Chimia 1979, 33, 1-18;
    • (1979) Chimia , vol.33 , pp. 1-18
    • Seebach, D.1    Colvin, E.W.2    Lehr, F.3    Weller, T.4
  • 12
    • 1542794772 scopus 로고
    • Oxoalkylation of carbonyl compounds with conjugated nitro olefins
    • (b) Yoshikoshi, A.; Miyashita, M. Oxoalkylation of carbonyl compounds with conjugated nitro olefins. Acc. Chem. Res. 1985, 18, 284-290.
    • (1985) Acc. Chem. Res , vol.18 , pp. 284-290
    • Yoshikoshi, A.1    Miyashita, M.2
  • 13
    • 0001180342 scopus 로고
    • Preparation, structure and synthetic potential
    • (c) Rajappa, S. Nitroenamines: Preparation, structure and synthetic potential. Tetrahedron 1981, 37, 1453-1480.
    • (1981) Tetrahedron , vol.37 , pp. 1453-1480
    • Rajappa, S.N.1
  • 14
    • 33845375521 scopus 로고
    • Conjugated nitroalkenes: Versatile intermediates in organic synthesis
    • (d) Barrett, A. G. M.; Graboski, G. G. Conjugated nitroalkenes: Versatile intermediates in organic synthesis. Chem. Rev. 1986, 86, 751-762.
    • (1986) Chem. Rev , vol.86 , pp. 751-762
    • Barrett, A.G.M.1    Graboski, G.G.2
  • 15
    • 0000765256 scopus 로고
    • A general procedure for mild and rapid reduction of aliphatic and aromatic nitro compounds using ammonium formate as a catalytic hydrogen transfer agent
    • (a) Ram, S.; Ehrenkaufer, R. E. A general procedure for mild and rapid reduction of aliphatic and aromatic nitro compounds using ammonium formate as a catalytic hydrogen transfer agent. Tetrahedron Lett. 1984, 25, 3415-3418;
    • (1984) Tetrahedron Lett , vol.25 , pp. 3415-3418
    • Ram, S.1    Ehrenkaufer, R.E.2
  • 16
    • 0001261573 scopus 로고
    • Synthesis of α-amino ketone hydrochlorides via chemoselective hydrogenation of β-nitro ketones
    • (b) Tamura, R.; Oda, D.; Kurokawa, H. Synthesis of α-amino ketone hydrochlorides via chemoselective hydrogenation of β-nitro ketones. Tetrahedron Lett. 1986, 27, 5759-5762;
    • (1986) Tetrahedron Lett , vol.27 , pp. 5759-5762
    • Tamura, R.1    Oda, D.2    Kurokawa, H.3
  • 18
    • 0001540208 scopus 로고
    • Transfer hydrogenation: A stereospecific method for the conversion of nitro alkanes into amines
    • (d) Barrett, A. G. M.; Spilling, C. D. Transfer hydrogenation: A stereospecific method for the conversion of nitro alkanes into amines. Tetrahedron Lett. 1988, 29, 5733-5734.
    • (1988) Tetrahedron Lett , vol.29 , pp. 5733-5734
    • Barrett, A.G.M.1    Spilling, C.D.2
  • 19
    • 0001479972 scopus 로고
    • Anti-selective Michael addition of thiols and their analogs to nitro olefins
    • Kamimura, A.; Sasatani, H.; Hashimoto, T.; Kawai, T.; Hori, K.; Ono, N. Anti-selective Michael addition of thiols and their analogs to nitro olefins. J. Org. Chem. 1990, 55, 2437-2442.
    • (1990) J. Org. Chem , vol.55 , pp. 2437-2442
    • Kamimura, A.1    Sasatani, H.2    Hashimoto, T.3    Kawai, T.4    Hori, K.5    Ono, N.6
  • 20
    • 11844295446 scopus 로고    scopus 로고
    • TMAF-Catalyzed conjugate addition of oxazolidinone and thiols
    • Ménand, M.; Dalla, V. TMAF-Catalyzed conjugate addition of oxazolidinone and thiols. Synlett 2005, 95-98.
    • (2005) Synlett , pp. 95-98
    • Ménand, M.1    Dalla, V.2
  • 21
    • 0037474595 scopus 로고    scopus 로고
    • Catalysis by an ionic liquid: Efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions
    • Ranu, B. C.; Dey, S. S.; Hajra, A. Catalysis by an ionic liquid: Efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions. Tetrahedron 2003, 59, 2417-2421.
    • (2003) Tetrahedron , vol.59 , pp. 2417-2421
    • Ranu, B.C.1    Dey, S.S.2    Hajra, A.3
  • 22
    • 33846463049 scopus 로고    scopus 로고
    • Application of the chiral bis(phosphine) monoxide ligand to catalytic enantioselective addition of dialkylzinc reagents to β-Nitroalkenes
    • Côté, A.; Lindsay, V. N. G.; Charette, A. B. Application of the chiral bis(phosphine) monoxide ligand to catalytic enantioselective addition of dialkylzinc reagents to β-Nitroalkenes. Org. Lett. 2007, 9, 85-87.
    • (2007) Org. Lett , vol.9 , pp. 85-87
    • Côté, A.1    Lindsay, V.N.G.2    Charette, A.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.