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Volumn 31, Issue 11, 1992, Pages 1505-1507

Stereoselective Generation of 1‐Acyloxy‐2‐amino Carbanions by Deprotonation; Synthesis of Enantiomerically and Diastereomerically Pure β‐Amino Alcohols

Author keywords

[No Author keywords available]

Indexed keywords

AMINOALCOHOL; PROLINE DERIVATIVE; SPARTEINE;

EID: 0027074894     PISSN: 05700833     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.199215051     Document Type: Article
Times cited : (54)

References (32)
  • 9
    • 0003287165 scopus 로고
    • η1-(1S,2E)-1-(N, N-Diisopropylcarbamoyloxy)-3-trimethylsilyl-allyllithium-(-)-Spartein: Struktur einer chiralen, Carbamoyloxy-substituierten Allyllithium-Verbindung
    • For the X‐ray structure analysis of a (1‐lithioallyl)carbamate–sparteine complex see
    • (1991) Angewandte Chemie , vol.103 , pp. 338
    • Marsch, M.1    Harms, K.2    Zschage, O.3    Hoppe, D.4    Boche, G.5
  • 11
    • 84984360285 scopus 로고
    • Enantioselektive Addition von Organometallreagentien an Carbonylverbindungen: Übertragung, Vervielfältigung und Verstärkung der Chiralität
    • Review of earlier attempts at chiral modification of lithiocarbanions with sparteine
    • (1991) Angewandte Chemie , vol.103 , pp. 34
    • Noyori, R.1    Kitamura, M.2
  • 13
  • 17
    • 84989579602 scopus 로고    scopus 로고
    • Preparation following the alkoxide method, ref [3].
  • 18
    • 84989592944 scopus 로고    scopus 로고
    • All new compounds were obtained analytically pure (C, H ±0.3%).
  • 19
    • 84989560235 scopus 로고    scopus 로고
    • 3] for 6b and the free alcohol obtained from 6a.
  • 20
    • 84989516071 scopus 로고    scopus 로고
    • 3).
  • 21
    • 0000698463 scopus 로고
    • Neue Wege zur Nutzung von Aminosäuren als chirale Bausteine in der organischen Synthese
    • Review: (a)
    • (1991) Angewandte Chemie , vol.103 , pp. 1559
    • Reetz, M.T.1
  • 25
    • 84989579671 scopus 로고    scopus 로고
    • 3).
  • 28
    • 84989599397 scopus 로고    scopus 로고
    • We thank Dr. M. Göhrt, Bayer AG, Leverkusen (FRG) for the structure analysis. These results will be reported elsewhere.
  • 29
    • 84989599389 scopus 로고    scopus 로고
    • 3). 18a: M.p. 86°C (ether/pentane); [α] D20 −36.4 (c = 1.0, MeOH). The data reported for ent −8a[18] differ significantly.
  • 32
    • 84989568773 scopus 로고    scopus 로고
    • When only 1.5 equiv of sec‐butyllithium/(–)‐sparteine was used in the reaction with 4, the yields were markedly lower.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.