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Volumn , Issue 34, 2007, Pages 3580-3582

A new diastereoselective aza-allyl conjugate addition-Michael addition-ring closure reaction sequence and its application in the construction of six contiguous stereogenic centres

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXYLAMINE; SODIUM DERIVATIVE;

EID: 34748899453     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b707707f     Document Type: Article
Times cited : (21)

References (36)
  • 22
    • 0000946458 scopus 로고
    • For other examples of tandem conjugate addition-ring closure reactions that afford polysubstituted cyclohexanes or cyclohexenes, see:
    • K. Tomioka K. Yasuda K. Koga Tetrahedron Lett. 1986 27 4611
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4611
    • Tomioka, K.1    Yasuda, K.2    Koga, K.3
  • 25
    • 0042958555 scopus 로고
    • 1H NMR spectroscopic studies (see ESI) revealed this compound to be mono-tert-butyl ester 5, which we assume is formed from selective hydrolysis of one of the tert-butyl ester groups of aminocyclohexane 2 during reaction work-up with aqueous HCl solution. For previous reports of related mono-conjugate addition reactions of chiral metallated enamine derivatives, see:
    • J. Shabtai E. N. Igner H. Pines J. Org. Chem. 1975 40 1158
    • (1975) J. Org. Chem. , vol.40 , pp. 1158
    • Shabtai, J.1    Igner, E.N.2    Pines, H.3
  • 32
    • 0000946458 scopus 로고
    • For previous examples where related lithium β-amino ester enolates have been used in conjugate addition reactions for the stereoselective synthesis of highly substituted pyridones, see:
    • K. Tomioka K. Yasuda K. Koga Tetrahedron Lett. 1986 27 4611
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4611
    • Tomioka, K.1    Yasuda, K.2    Koga, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.