메뉴 건너뛰기




Volumn , Issue 36, 2005, Pages 4536-4538

Ammonium directed dihydroxylation of N,N-dibenzylaminocyclohex-2-ene: Metal-free syntheses of the diastereoisomers of 3-dibenzylamino-1,2- dihydroxycyclohexane

Author keywords

[No Author keywords available]

Indexed keywords

1,2 ANTI 2,3 SYN 1 TRICHLOROACETOXY 2 HYDROXY 3 N,N DIBENZYLAMINOCYCLOHEXANE; 3 DIBENZYLAMINO 1,2 DIHYDROXYCYCLOHEXANE; AMMONIA; BENZOIC ACID DERIVATIVE; CHLOROPERBENZOIC ACID; CYCLOHEXANE DERIVATIVE; METAL; N,N DIBENZYLAMINOCYCLOHEX 2 ENE; UNCLASSIFIED DRUG;

EID: 26444526175     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b509088a     Document Type: Article
Times cited : (17)

References (34)
  • 5
    • 0000458209 scopus 로고
    • For a thorough review on substrate directed transformations see: A. H. Hoveyda, D. A. Evans and G. C. Fu, Chem. Rev., 1993, 93, 1307.
    • (1993) Chem. Rev. , vol.93 , pp. 1307
    • Hoveyda, A.H.1    Evans, D.A.2    Fu, G.C.3
  • 15
    • 0000900117 scopus 로고
    • The directed syn-epoxidation of mono-N-protected cyclic allylic amides has also been explored with the use of carbamate, amide and sulfonamide N-protecting groups; P. Kocovsky and I. Stary, J. Org. Chem., 1990, 55, 3236;
    • (1990) J. Org. Chem. , vol.55 , pp. 3236
    • Kocovsky, P.1    Stary, I.2
  • 23
    • 0040415524 scopus 로고
    • Sharpless et al. have used the susceptibility of amines to N-oxidation to effect kinetic resolution by enantioselective N-oxide formation; see S. Miyano, L. D.-L. Lu, S. M. Viti and K. B. Sharpless, J. Org. Chem., 1983, 48, 3608;
    • (1983) J. Org. Chem. , vol.48 , pp. 3608
    • Miyano, S.1    Lu, L.D.-L.2    Viti, S.M.3    Sharpless, K.B.4
  • 32
    • 26444457829 scopus 로고    scopus 로고
    • note
    • max (film) 3412 (O-H) .
  • 33
    • 37049138320 scopus 로고
    • In this analysis, it is assumed that the pseudoequatorial ammonium ion is more efficient at directing epoxidation than the pseudoaxial conformer; this has been postulated in the analogous directed epoxidation of allylic alcohols with mCPBA; P. Chamberlain, M. L. Roberts and G. H. Whitham, J. Chem. Soc. (B), 1970, 1374.
    • (1970) J. Chem. Soc. (B) , pp. 1374
    • Chamberlain, P.1    Roberts, M.L.2    Whitham, G.H.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.