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Volumn 46, Issue 1, 1998, Pages 184-186

The chiral ligand-catalyzed enantioselective conjugate addition of organolithium to BHA enoate

Author keywords

Addition; Catalyst; Chiral ligand; Organolithium

Indexed keywords

BUTYLATED HYDROXYANISOLE; ORGANOLITHIUM COMPOUND;

EID: 0031886216     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.184     Document Type: Article
Times cited : (29)

References (15)
  • 3
    • 37049090752 scopus 로고    scopus 로고
    • For the catalytic enantioselective carbon-carbon bond formation with organometals in the conjugate addition reaction, see: Soai K., Hayasaka T., Ugajin S., J. Chem. Soc., Chem. Commun., 1989, 516-517.
    • J. Chem. Soc., Chem. Commun. , vol.1989 , pp. 516-517
    • Soai, K.1    Hayasaka, T.2    Ugajin, S.3
  • 4
    • 0001078157 scopus 로고
    • Kretchmer was the first to use 1 as a chiral ligand in enantioselective conjugate addition. Kretchmer R. A., J. Org. Chem., 37, 2744-2747 (1972).
    • (1972) J. Org. Chem. , vol.37 , pp. 2744-2747
    • Kretchmer, R.A.1
  • 6
    • 0030823091 scopus 로고    scopus 로고
    • Asano Y., Iida A., Tomioka K., Tetrahedron Lett. 38, 8973-8976 (1997). For the asymmetric addition of aryllithiums to naphthalene BHA-esters, see: Tomioka K., Shindo M., Koga K., Tetrahedron Lett., 34, 681-682 (1993). For other stoichiometric reactions: Tomioka K., Sudani M., Shinmi Y., Koga K., Chem. Lett. 1985, 329-332.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 8973-8976
    • Asano, Y.1    Iida, A.2    Tomioka, K.3
  • 7
    • 30744431634 scopus 로고
    • Asano Y., Iida A., Tomioka K., Tetrahedron Lett. 38, 8973-8976 (1997). For the asymmetric addition of aryllithiums to naphthalene BHA-esters, see: Tomioka K., Shindo M., Koga K., Tetrahedron Lett., 34, 681-682 (1993). For other stoichiometric reactions: Tomioka K., Sudani M., Shinmi Y., Koga K., Chem. Lett. 1985, 329-332.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 681-682
    • Tomioka, K.1    Shindo, M.2    Koga, K.3
  • 8
    • 0030823091 scopus 로고    scopus 로고
    • Asano Y., Iida A., Tomioka K., Tetrahedron Lett. 38, 8973-8976 (1997). For the asymmetric addition of aryllithiums to naphthalene BHA-esters, see: Tomioka K., Shindo M., Koga K., Tetrahedron Lett., 34, 681-682 (1993). For other stoichiometric reactions: Tomioka K., Sudani M., Shinmi Y., Koga K., Chem. Lett. 1985, 329-332.
    • Chem. Lett. , vol.1985 , pp. 329-332
    • Tomioka, K.1    Sudani, M.2    Shinmi, Y.3    Koga, K.4
  • 9
    • 0344914920 scopus 로고    scopus 로고
    • note
    • The excess (3 eq) of butyllithium prevents further Michael reaction of the initially formed lithium enolate with 3.
  • 10
    • 0002837044 scopus 로고
    • 3CN in 90% yield) to the corresponding carboxylic acid with the established configuration. Levene P. A., Marker R. E., J. Biol. Chem., 95, 1-24 (1932).
    • (1932) J. Biol. Chem. , vol.95 , pp. 1-24
    • Levene, P.A.1    Marker, R.E.2
  • 11
    • 0037606954 scopus 로고
    • 4 in THF in 90% yield) to the corresponding alcohol with the established configuration. Paquette L. A., Gilday J. P., J. Org. Chem., 53, 4972-4978 (1988).
    • (1988) J. Org. Chem. , vol.53 , pp. 4972-4978
    • Paquette, L.A.1    Gilday, J.P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.